American Airlines
Su, Mo, We, Th, and Sa
Starting at $197
Southwest Airlines
Su, Mo, We, Th, and Sa
Starting at $167
Helping travelers to find the best flight offers
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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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
Su, Mo, We, Th, and Sa
Starting at $197
Southwest Airlines
Su, Mo, We, Th, and Sa
Starting at $167
A direct 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.
We couldn't find any special offers for flights from Washington to Chicago
The cheapest one-way flight from Washington to Chicago departs on 02/01/2026, is operated by Frontier Airlines and costs $32
The cheapest roundtrip flight from Washington to Chicago departs on 12/17/2025, is operated by Frontier Airlines and costs $145
Fastest flight from Washington to Chicago takes 2h 18m
There are direct flights on this route 5 days a week: Su, Mo, We, 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
Washington — Chicago
12/13/2025
Departure
Direct flight
UA4798
Starting at $404
Washington — Chicago
12/22/2025
Departure
Direct flight
UA1738
Starting at $232
Washington — Chicago
12/28/2025
Departure
Direct flight
UA1793
Starting at $298
Washington — Chicago
01/03/2026
Departure
Direct flight
WN2376
Starting at $162
Washington — Chicago
03/21/2026
Departure
Direct flight
UA2148
Starting at $165
Washington — Chicago
12/18/2025
Departure
Direct flight
UA271
Starting at $396
Washington — Chicago
12/19/2025
Departure
Direct flight
UA374
Starting at $331
Washington — Chicago
12/20/2025
Departure
Direct flight
UA1793
Starting at $243
Washington — Chicago
12/28/2025
Departure
Direct flight
UA1738
Starting at $201
Washington — Chicago
12/29/2025
Departure
Direct flight
UA2201
Starting at $292
Starting at $165
Starting at $79
Starting at $120
Starting at $32
Starting at $87
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 $32, 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 flight ticket from Washington to Chicago according to data for the last 48 hours costs $32
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: December, January.
The fastest flights from Washington to Chicago start from 2 hours 18 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 $93 (December 2025) to $143 (January 2026). On average, the ticket price is about $118–$143.
