Compare airlines, prices, and flight durations for your trip
A non-stop flight is the most convenient and comfortable way to fly from Washington to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Washington to Chicago:
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
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More than 8 airlines operate flights from Washington to Chicago, including United Airlines, American Airlines, Southwest Airlines, Air Arabia Abu Dhabi, Frontier Airlines, Spirit Airlines, JetBlue Airways, and Sun Country Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $65, and our service lets you instantly compare all options. The variety of offers simplifies planning: you can choose budget fares or more comfortable options with baggage included or extra services. We help you find the best deals so your trip is cost-efficient.
Washington — Chicago
01/30/2026
Departure
Direct flight
UA1775
starting at $495
Washington — Chicago
02/02/2026
Departure
Direct flight
UA1738
starting at $127
Washington — Chicago
02/02/2026
Departure
Direct flight
AA1944
starting at $471
Washington — Chicago
02/04/2026
Departure
Direct flight
UA3488
starting at $144
Washington — Chicago
02/07/2026
Departure
Direct flight
AA3296
starting at $117
Washington — Chicago
07/05/2026
Departure
Direct flight
UA441
starting at $208
Washington — Chicago
09/07/2026
Departure
Direct flight
WN1523
starting at $235
Washington — Chicago
11/14/2026
Departure
Direct flight
AA4778
starting at $139
Washington — Chicago
01/31/2026
Departure
Direct flight
WN1371
starting at $452
Washington — Chicago
02/07/2026
Departure
Direct flight
UA1775
starting at $439
American Airlines
Su, Mo, We, Th, and Sa
starting at $197
Southwest Airlines
Su, Mo, We, Th, and Sa
starting at $166
We couldn't find any special offers for flights from Washington to Chicago
The cheapest one-way flight from Washington to Chicago departs on 02/23/2026, is operated by Frontier Airlines and costs $65
The cheapest roundtrip flight from Washington to Chicago departs on 02/01/2026, is operated by Frontier Airlines and costs $121
Fastest flight from Washington to Chicago takes 2h 2m
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starting at $89
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starting at $169
starting at $65
starting at $78
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starting at $143
There are direct flights on this route 7 days a week: Su, Mo, Tu, We, Th, Fr, and Sa
The distance between Washington and Chicago is 955km (592 miles). The average flight duration is 2h 8m. There are 204 direct flights from Washington to Chicago. The time difference between Washington and Chicago is 1h. Flights from Washington begin at 5:59 AM. The latest flight from Washington departs at 10:35 PM
The cheapest flight ticket from Washington to Chicago according to data for the last 48 hours costs $65
Often the best time to buy tickets from Washington to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Washington to Chicago can be found flying in these months: May, February, January.
The fastest flights from Washington to Chicago start from 2 hours 2 minutes in the air.
The following airlines operate direct flights on the route Washington — Chicago: United Airlines, American Airlines, Southwest Airlines
The cost of a one-way flight from Washington to Chicago ranges from $96 (May 2026) to $255 (October 2026). On average, the ticket price is about $154–$315.