Train. Washington, DC. Chicago. The average train between Washington, DC and Chicago takes 19h 34m and the fastest train takes 17h 40m. There is at least one train per day from Washington, DC to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C. Reagan-National Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $155. On average, the best prices for this route can be found at American Airlines.Flights to Washington (IAD) Find Flights. To book using a Flight Credit, enter your credit reference and last name at Manage booking. Flight prices are per adult in Australian Dollars, based on payment at qantas.com by BPAY made 7 days or more before departure, or PayID. A fee applies for other payments.There are 795 flights per week flying from Washington, D.C. to Chicago, as of April 2024. When is the cheapest time to fly from Washington, D.C. to Chicago? The cheapest month to fly from Washington, D.C. to Chicago is usually May.When flying from Chicago to Washington, D.C., Spirit Airlines flights are 3% more popular than any other airline flying that same route. Cheap Chicago to Washington, D.C. flights in April & May 2024 Find cheap flight options from Chicago to Washington, D.C. specifically for the months of April and May 2024.Use Google Flights to find cheap departing flights to Washington, D.C. and to track prices for specific travel dates for your next getaway.Washington to Chicago Flights. Flights from IAD to ORD are operated 23 times a week, with an average of 3 flights per day. Departure times vary between 06:30 - 22:23. The earliest flight departs at 06:30, the last flight departs at 22:23. However, this depends on the date you are flying so please check with the full flight schedule above to see ...The journey from Washington, DC to Chicago, IL by train is 594.99 mi and takes 19 hr 37 min. There are 1 connections per day, with the first departure at 4:05 PM and the last at 10:00 PM. It is possible to travel from Washington, DC to Chicago, IL by train for as little as $110.85 or as much as $882.04. The best price for this journey is $110.85.Washington D.C.. £276 per passenger. Departing Tue, 19 Nov, returning Sat, 7 Dec. Return flight with Fly Play. Outbound indirect flight with Fly Play, departs from London Stansted on Tue, 19 Nov, arriving in Washington Dulles. Cheap Flights from Washington to Chicago (IAD-MDW) Prices were available within the past 7 days and start at $78 for one-way flights and $178 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Cheap Flights from Chicago to Washington (MDW-DCA) Prices were available within the past 7 days and start at $89 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected ...Airfares from $29 One Way, $58 Round Trip from Chicago to Washington. Prices starting at $58 for return flights and $29 for one-way flights to Washington were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 1 - Wed, May 8. MDW. Chicago. BWI.Cheap Flights from Washington (DCA) to Chicago (ORD) Prices were available within the past 7 days and start at AU$119 for one-way flights and AU$265 for round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.Cheap Flights from Reagan Washington to Chicago O'Hare from $59 | (DCA - ORD) - KAYAK. DCA - ORD. Find cheap flights from Reagan Washington National Airport to …The average flying time for a direct flight from Chicago, IL to Washington DC is 1 hour 51 minutes Most direct flights leave around 14:00 CDT Southwest Airlines flight #2062 is today's earliest flight from Chicago, IL to Washington DC … Featured daily fares for flights from Washington, D.C. (IAD) to Chicago (ORD) Find United Airlines cheap flights from Washington, D.C. to Chicago. Enjoy a Washington, D.C. to Chicago modern flight experience in premium cabins with Wi-Fi. The 830-mile road trip from Chicago to Washington DC will take you around 14 hours to drive non-stop. Highlights include the cities of Indianapolis, Dayton and Columbus; as well as Wayne National Forest, Seneca Rocks, Shenandah National Park and Monongahela National Forest. So, sit back, relax, and learn all you need to know in … Chicago. $103. Flights to Chicago Midway Airport, Chicago. $154. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $49. Fly from District of Columbia on American Airlines, United Airlines, Frontier and more. Search for Chicago flights on KAYAK now to find the best deal. Cheap Flights from Chicago to Washington (ORD-IAD) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.Are you searching for American Airlines flights from Washington, D.C. to Chicago? Find the best selections and fly in style. Airfares from $29 One Way, $58 Round Trip from Chicago to Washington. Prices starting at $58 for return flights and $29 for one-way flights to Washington were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 1 - Wed, May 8. MDW. Chicago. BWI. There are 106 weekly flights from Chicago (Midway) to Washington, D.C. (Reagan National) on Southwest Airlines. Does Southwest fly nonstop on weekdays from Chicago (Midway) to Washington, D.C. (Reagan National)? Yes, Southwest flies nonstop from Chicago (Midway) to Washington, D.C. (Reagan National) 6 times per day from Monday through Friday. Direct. from $63. Washington, D.C..$81 per passenger.Departing Sat, Aug 31, returning Sat, Sep 7.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Chicago Midway on Sat, Aug 31, arriving in Baltimore Washington International.Inbound direct flight with Frontier Airlines departing from …Use Google Flights to find cheap departing flights to Washington, D.C. and to track prices for specific travel dates for your next getaway.Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected flights. Earn your airline miles on top of our rewards!The default drive score from Washington to Chicago is 455. So in this case, it's better to fly from Washington to Chicago. These results are based on the actual driving distance from Washington to Chicago, which is 699 miles or 1 125 kilometers. You can also check the cost of driving from Washington to Chicago. Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected flights. Earn your airline miles on top of our rewards! Washington to Chicago Flights. Flights from DCA to ORD are operated 74 times a week, with an average of 11 flights per day. Departure times vary between 05:59 - 21:00. The earliest flight departs at 05:59, the last flight departs at 21:00. However, this depends on the date you are flying so please check with the full flight schedule above to ...Washington, DC / Baltimore, MD. Airport Address. 155 Burr St, New Haven, CT 06512. Discover Cheap Flights to New Haven, CT. ... Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN) Friday. May 31. ONE-WAY FARES FROM $ 66 * 24 HR RISK-FREE CANCELLATION. Book Now. Price as of 4/23/2024.Find low-fare American Airlines flights to Edinburgh. Enjoy our travel experience and great prices. Book the lowest fares on Edinburgh flights today! ... Chicago (ORD) to. Edinburgh (EDI) 05/13/24 - 05/20/24. from. $922* Updated: 2 hours ago. Round trip. I. Economy. See Latest Fare. Raleigh (RDU) to. Edinburgh (EDI) 04/23/24 - 04/30/24.Direct. from $63. Washington, D.C..$81 per passenger.Departing Sat, Aug 31, returning Sat, Sep 7.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Chicago Midway on Sat, Aug 31, arriving in Baltimore Washington International.Inbound direct flight with Frontier Airlines departing from …What is the cheapest flight from Washington, D.C. to Chicago Midway Airport? In the last 3 days, the lowest price for a flight from Washington, D.C. to Chicago Midway Airport was …Direct. from £63. Washington D.C.. £89 per passenger.Departing Tue, 30 Apr, returning Wed, 1 May.Return flight with Spirit Airlines and Frontier Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 30 Apr, arriving in Baltimore Washington International.Inbound indirect flight with Frontier ...Flights to Washington (IAD) Find Flights. To book using a Flight Credit, enter your credit reference and last name at Manage booking. Flight prices are per adult in Australian Dollars, based on payment at qantas.com by BPAY made 7 days or more before departure, or PayID. A fee applies for other payments.Visit Washington, D.C. Flying into Washington Dulles International Airport is an easy way to start exploring the Capitol Region. Whether you’re heading into D.C. or exploring the wider D.C./Baltimore area, it’s all within reach. Consider renting a car to make it even easier to explore as much of the area as you please.Apr 2, 2024 · Flights from Washington, DC to Chicago, IL cover the 593 miles (956 km) long route taking on average 2 h 13 min with our travel partners like American Airlines, United, Sky West Airlines or Republic Airlines. How much is the cheapest flight to Chicago? Prices were available within the past 7 days and start at $31 for one-way flights and $57 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.The average flying time for a direct flight from Washington DC, DC to Chicago is 2 hours 12 minutes. Most direct flights leave around 7:00 EDT. Southwest Airlines flight #878 is today's earliest flight from Washington DC, DC to Chicago (6:05 EDT, Boeing 737-700 (winglets) pax) Southwest Airlines flight #2038 is today's latest flight from ...Fly to Washington, D.C., with United Airlines from over 200 airports within the United States and an additional 100 airports internationally. Washington D.C.’s top attractions. Walk along the National Mall, a park stretching two miles in downtown featuring museums and memorials. Flights from Washington (DCA) to Chicago (ORD) Origin airport. Ronald Reagan Washington National. Destination airport. O'Hare Intl. Airlines serving. Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, United. Popular airline. JetBlue Airways. Find American Airlines flights to Europe with our many convenient options. Enjoy peace of mind travel experiences and fly in style! Book now. Skip to content-Skip to footer. ... From Chicago (ORD) To Rome (FCO) Round trip. I. Economy: 05/07/24 - 05/14/24: from. $645* Updated: 5 hours ago. From New York (NYC) To Athens (ATH) Round trip. I ...Messaging frequency depends on the status of your booked Lufthansa flight. You will get one message per change in flight status. You can unsubscribe from this service at any time by texting STOP to 90509 from your mobile device. After you have sent us a STOP message, we will send you confirmation that you have unsubscribed.Cheap Flights from Washington to Winnipeg (DCA-YWG) Prices were available within the past 7 days and start at $182 for one-way flights and $386 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Winnipeg with no change fee on selected ...Chicago. ₹ 2,548 per passenger.Departing Wed, 10 Apr.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Wed, 10 Apr, arriving in Chicago Midway.Price includes taxes and charges.From ₹ 2,548, select. Wed, 10 Apr BWI - MDW with Frontier Airlines. Direct. from £42. Chicago. £54 per passenger.Departing Mon, 22 Apr, returning Wed, 24 Apr.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Mon, 22 Apr, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Wed ... Cheap flights from Washington DC to Chicago from £49.99. Washington DC (United States) - Chicago (United States) return flights from £181.99. From 05/06/2024 (Wednesday) - 12/06/2024 (Wednesday). Check for the dates with the lowest prices and find the cheapest rates. Fly to Washington, D.C., with United Airlines from over 200 airports within the United States and an additional 100 airports internationally. Washington D.C.’s top attractions Walk along the National Mall, a park stretching two miles in downtown featuring museums and memorials. Find flights to Washington, D.C. from $33. Fly from the United States on Spirit Airlines, Frontier and more. Fly from Boston from $33, from San Francisco from $48 or from Los Angeles from $49. Search for Washington, D.C. flights on … Book flights from Chicago (Midway) to Washington, D.C. (Dulles) with Southwest Airlines ®. It’s easy to find the Chicago Midway International Airport to Washington Dulles International Airport flight to make your booking and travel a breeze. Whether you’re traveling for business or pleasure, solo or with the whole family, you’ll enjoy ... The cheapest return flight ticket from Chicago O'Hare Airport to Washington, D.C. found by KAYAK users in the last 72 hours was for $85 on Frontier, followed by Spirit Airlines ($102). One-way flight deals have also been found from as low as $43 on Frontier and from $59 on American Airlines.The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Delta and United Airlines. With an average price for the route of $276 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $308 and an overall rating of 7.4.from $48. Cheap flights to Chicago starting at $48. It’s no wonder the Windy City is one of the most popular destinations in the world with its impressive art museums, music festivals, delectable cuisine and popular sporting events. Allegiant Chicago vacation packages combine low-cost flights to Chicago with hotel deals and cheap car rentals.Days 3 – 5 Washington DC. Flights from Chicago to DC are pretty regular and the flight time is just under 2 hours. Depending on what time you fly, you can either spend your morning exploring the last few bits of Chicago or if you take an earlier flight you can spend your afternoon exploring Washington DC.26/04/2024. Return. 03/05/2024. Travellers and cabin class. 1 adult, Economy. Direct flights only. Search flights. Home. United States. Washington D.C. Chicago …This time of year offers the best deals on train tickets from Washington DC to Chicago, with the average price at just $247. Train tickets on this route are most expensive in July, when the average price goes up to $346. You can still score cheap deals below this average price, though, especially if you plan ahead and book your ticket in advance. Washington to Chicago Flights. Flights from DCA to ORD are operated 74 times a week, with an average of 11 flights per day. Departure times vary between 05:59 - 21:00. The earliest flight departs at 05:59, the last flight departs at 21:00. However, this depends on the date you are flying so please check with the full flight schedule above to ... Washington D.C.. £276 per passenger. Departing Tue, 19 Nov, returning Sat, 7 Dec. Return flight with Fly Play. Outbound indirect flight with Fly Play, departs from London Stansted on Tue, 19 Nov, arriving in Washington Dulles.The cheapest way to get from Chicago to Washington, DC costs only $86, and the quickest way takes just 3 hours. Find the travel option that best suits you. ... The best way to get from Chicago to Washington, DC is to fly which takes 4h 11m and costs $85 - $330. Alternatively, you can train via Rockville Amtrak, which costs $30 - $240 and takes ...First Class. $408. Chicago Midway Airport. $256. Chicago O'Hare Intl Airport. Search and compare first class flight deals to Chicago. Fly from New York from $394, from Dallas from $449, from New York from $461. Book your first class tickets to Chicago.Cheap Flights from Washington to Mexico City (DCA-MEX) Prices were available within the past 7 days and start at $298 for one-way flights and $545 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C. Reagan-National Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $155. On average, the best prices for this route can be found at American Airlines.Find low-fare American Airlines flights to Edinburgh. Enjoy our travel experience and great prices. Book the lowest fares on Edinburgh flights today! ... Chicago (ORD) to. Edinburgh (EDI) 05/13/24 - 05/20/24. from. $922* Updated: 2 hours ago. Round trip. I. Economy. See Latest Fare. Raleigh (RDU) to. Edinburgh (EDI) 04/23/24 - 04/30/24.Fly to Washington, D.C., with United Airlines from over 200 airports within the United States and an additional 100 airports internationally. Washington D.C.’s top attractions. Walk along the National Mall, a park stretching two miles in downtown featuring museums and memorials.Are you searching for American Airlines flights from Washington, D.C. to Chicago? Find the best selections and fly in style. What companies run services between Washington, DC, USA and Chicago, IL, USA? Southwest Airlines and Delta fly from Washington to Chicago every 4 hours. Alternatively, Amtrak operates a train from Washington Union Station to Chicago Union Station once daily. Tickets cost $30 - $240 and the journey takes 17h 40m. Find airfare and ticket deals for cheap flights from Chicago, IL to Washington, D.C., DC. Search flight deals from various travel partners with one click at $39.The two airlines most popular with KAYAK users for flights from New York to Chicago are Southwest and Alaska Airlines. With an average price for the route of $281 and an overall rating of 8.2, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $328 and an overall rating of 8.1. There are 106 weekly flights from Chicago (Midway) to Washington, D.C. (Reagan National) on Southwest Airlines. Does Southwest fly nonstop on weekdays from Chicago (Midway) to Washington, D.C. (Reagan National)? Yes, Southwest flies nonstop from Chicago (Midway) to Washington, D.C. (Reagan National) 6 times per day from Monday through Friday. Prices were available within the past 7 days and start at $78 for one-way flights and $156 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. One way. Roundtrip. Thu, Jul 4 - …Chicago.$118 per passenger.Departing Sat, Jun 1, returning Tue, Jun 4.Round-trip flight with American Airlines.Outbound direct flight with American Airlines …All dates and times are local for the airport listed. Gates and times are subject to change. For the most current information, check the airport monitors. Search for a topic... Find the flight status for a specific Delta Air Lines flight and receive real-time notifications via …The 830-mile road trip from Chicago to Washington DC will take you around 14 hours to drive non-stop. Highlights include the cities of Indianapolis, Dayton and Columbus; as well as Wayne National Forest, Seneca Rocks, Shenandah National Park and Monongahela National Forest. So, sit back, relax, and learn all you need to know in …Direct. from $108. Washington, D.C..$108 per passenger.Departing Sat, Apr 27, returning Mon, Apr 29.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Sat, Apr 27, arriving in Baltimore Washington International.Inbound indirect flight with Frontier Airlines ...Washington, DC / Baltimore, MD. Airport Address. 155 Burr St, New Haven, CT 06512. Discover Cheap Flights to New Haven, CT. ... Flights from Chicago (Midway), IL (MDW) to New Haven, CT (HVN) Friday. May 31. ONE-WAY FARES FROM $ 66 * 24 HR RISK-FREE CANCELLATION. Book Now. Price as of 4/23/2024.ACC Charter has over 20 years of experience in aviation, and the long-lasting relationships we’ve formed over that time allow us to secure the very best private charter rates for our clients. To find out more, call us 24 hours a day, from anywhere in the world, on +1 (954) 686 5220 – or send your message to [email protected]. (Required)The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Delta and United Airlines. With an average price for the route of $276 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $308 and an overall rating of 7.4.Flying time between cities. Travelmath provides an online flight time calculator for all types of travel routes. You can enter airports, cities, states, countries, or zip codes to find the flying time between any two points. The database uses the great circle distance and the average airspeed of a commercial airliner to figure out how long a ...Air Tran Airways, United Airlines and US Airways are some of the premier airlines that operate flights between Washington DC and Chicago. Take advantage of exclusive deals on flights to Chicago and save to splurge on a vacation. Generally the flight time taken to cover the 572 miles distance between Washington DC and Chicago is about two hours ... Wed, 8 May MDW - BWI with Frontier Airlines. Direct. from £38. Chicago. £55 per passenger.Departing Mon, 29 Apr, returning Wed, 1 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Mon, 29 Apr, arriving in Chicago Midway.Inbound direct flight with Frontier ... Fly to Edinburgh, Scotland, with United Airlines from over 200 airports within the United States and an additional 100 airports internationally. Edinburgh’s top attractions. Visit Edinburgh Castle for sweeping views and a sense of history. Explore the remains of the medieval Craigmillar Castle.Airfares from $29 One Way, $58 Round Trip from Chicago to Washington. Prices starting at $58 for return flights and $29 for one-way flights to Washington were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 1 - Wed, May 8. MDW. Chicago. BWI.One-way flights to Washington, D.C. Take a look at some of the best available flights traveling to Washington, D.C. at this time. Reserve a round-trip flight to Washington, D.C. instead by utilizing the search form above. Thu 5/16 7:49 pm BOS - BWI. Nonstop 1h 36m Spirit Airlines.Flight to East Chicago, IN; Flying time from Washington, DC to Detroit, MI. The total flight duration from Washington, DC to Detroit, MI is 1 hour, 7 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like DCA to DTW. It covers the entire ...The cheapest month for flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport is January, where tickets cost $257 on average. On the other hand, the most expensive months are June and March, where the average cost of tickets is $363 and $326 respectively.Amtrak. Trains from Washington, DC to Chicago, IL cover the 593 miles (956 km) long trip taking on average 17 h 40 min with our travel partners like Amtrak. Normally, there is 1 train operating per day. While the average ticket price for this journey costs around $178 (€157), you can find the cheapest train ticket for as low as $102 (€90).Illinois ». Chicago. $137. Flights to Chicago Midway Airport, Chicago. $122. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $59. Fly from Washington on Frontier, Alaska Airlines, Delta and more. Search for Chicago flights on KAYAK now to find the best deal.The default drive score from Washington to Chicago is 455. So in this case, it's better to fly from Washington to Chicago. These results are based on the actual driving distance from Washington to Chicago, which is 699 miles or 1 125 kilometers. You can also check the cost of driving from Washington to Chicago.The average flying time for a direct flight from Chicago, IL to Washington DC is 1 hour 51 minutes Most direct flights leave around 14:00 CDT Southwest Airlines flight #2062 is today's earliest flight from Chicago, IL to Washington DC …
Flights from Washington (DCA) to Chicago (ORD) Origin airport. Ronald Reagan Washington National. Destination airport. O'Hare Intl. Airlines serving. Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, United. Popular airline.. How to know if your phone has a virus
Cheap flights from Washington DC to Chicago from £49.99. Washington DC (United States) - Chicago (United States) return flights from £181.99. From 05/06/2024 (Wednesday) - 12/06/2024 (Wednesday). Check for the dates with the lowest prices and find the cheapest rates. Find flights from Washington, District of Columbia (WAS) to Chicago (CHI) $48+, FareCompare finds cheap flights, ... We've scanned 117,220,093 round trip itineraries and found the cheapest flights to Chicago. Multiple Airlines & American frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the ...Cheap Flights from Washington to Chicago (IAD-MDW) Prices were available within the past 7 days and start at $78 for one-way flights and $178 for round trip, for the period …Book one-way or return flights from Washington D.C. to Chicago starting at US$37. Fly with top airlines and search for flights deals on Trip.com now! Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards! Visit Washington, D.C. Flying into Washington Dulles International Airport is an easy way to start exploring the Capitol Region. Whether you’re heading into D.C. or exploring the wider D.C./Baltimore area, it’s all within reach. Consider renting a car to make it even easier to explore as much of the area as you please.Flying non-stop from Washington, DC to Chicago. ... So now we can finally get an idea of the total travel time from Washington, DC to Chicago including time spent getting to/from the airports, an estimated wait time of 2 hours at the airport for TSA security lines and waiting at the gate, and the actual flight itself. ...Featured daily fares for flights from Washington, D.C. (IAD) to Chicago …The two airlines most popular with KAYAK users for flights from New York to Chicago are Southwest and Alaska Airlines. With an average price for the route of $281 and an overall rating of 8.2, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $328 and an overall rating of 8.1. Cheap Flights from Washington to Chicago (IAD-MDW) Prices were available within the past 7 days and start at $78 for one-way flights and $178 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. On average, a flight to Chicago O'Hare Intl Airport costs $411. The cheapest price found on KAYAK in the last 2 weeks cost $33 and departed from Atlanta. The most popular routes on KAYAK are New York to Chicago O'Hare Intl Airport which costs $282 on average, and Boston to Chicago O'Hare Intl Airport, which costs $395 on average.JetBlue offers flights to 90+ destinations with free inflight entertainment, free brand-name snacks and drinks, lots of legroom and award-winning service. Book JetBlue flights and vacation packages to 100+ destinations. Award-winning service, the most legroom in coach, free wi-fi, live TV, movies, snacks, and more..