American Airlines
Th, Fr, and Sa
starting at $218
United Airlines
Th, Fr, and Sa
starting at $177
Compare airlines, prices, and flight durations for your trip
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.
Looking for cheap flights from Washington to Chicago? Look no further! Our air ticket search website offers unbeatable deals for your travel needs. With our user-friendly platform, you can easily find the best-priced flights that suit your budget and schedule. Whether you're planning a business trip or a weekend getaway, we've got you covered. Skip the hassle of browsing through multiple websites, as we compare prices from various airlines in just a few clicks. Our advanced search engine ensures you'll have access to the most affordable options available. Enjoy the vibrant city of Chicago without burning a hole in your wallet. Explore popular attractions like Millennium Park, Navy Pier, and the Art Institute of Chicago, all while saving on your airfare. Don't miss out on our exclusive discounts and promotions – start your search today and discover the cheapest flights from Washington to Chicago with ease!
American Airlines
Th, Fr, and Sa
starting at $218
United Airlines
Th, Fr, and Sa
starting at $177
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.
Washington — Chicago
04/03/2026
Departure
Direct flight
UA374
starting at $235
Washington — Chicago
03/29/2026
Departure
Direct flight
UA654
starting at $292
Washington — Chicago
03/30/2026
Departure
Direct flight
UA374
starting at $306
Washington — Chicago
09/06/2026
Departure
Direct flight
WN1413
starting at $188
Washington — Chicago
03/21/2026
Departure
Direct flight
WN416
starting at $323
Washington — Chicago
03/20/2026
Departure
Direct flight
UA1738
starting at $147
Baltimore — Chicago
03/27/2026
Departure
Direct flight
WN1960
starting at $267
Washington — Chicago
05/18/2026
Departure
Direct flight
WN155
starting at $160
Baltimore — Chicago
05/22/2026
Departure
Direct flight
WN1200
starting at $216
Washington — Chicago
05/26/2026
Departure
Direct flight
AA489
starting at $156
starting at $131
starting at $160
starting at $101
starting at $43
starting at $85
More than 5 airlines operate flights from Washington to Chicago, including United Airlines, Southwest Airlines, American Airlines, Frontier Airlines, and Spirit Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $43, 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.
The cheapest one-way flight from Washington to Chicago departs on 05/18/2026, is operated by Frontier Airlines and costs $43
There is no information about the cheapest roundtrip flight from Washington to Chicago
Fastest flight from Washington to Chicago takes 2h 14m
There are direct flights on this route 5 days a week: Su, Mo, Tu, Fr, and Sa
The distance between Washington and Chicago is 955km (592 miles). The average flight duration is 2h 11m. There are 81 direct flights from Washington to Chicago. The time difference between Washington and Chicago is 1h. Flights from Washington begin at 6:00 AM. The latest flight from Washington departs at 10:30 PM
We couldn't find any special offers for flights from Washington to Chicago
The cheapest flight ticket from Washington to Chicago according to data for the last 48 hours costs $43
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: March, May, June.
The fastest flights from Washington to Chicago start from 2 hours 14 minutes in the air.
The following airlines operate direct flights on the route Washington — Chicago: United Airlines, Southwest Airlines, American Airlines
The cost of a one-way flight from Washington to Chicago ranges from $82 (March 2026) to $174 (October 2026). On average, the ticket price is about $117–$127.
