Compare fares and flight options for Washington — Chicago. Prices can change; check availability when searching.
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.
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The cheapest offer found for Washington to Chicago costs $74 for a departure in January 2027. This is the lowest starting fare among the months shown.
Departures in May 2027 have the highest starting fare in this sample. Even the cheapest offer found for that month costs $188.
Taking the cheapest fare found for each month gives an average of $117. Use it to compare departure months; it is not the average price of every available ticket.
Offers are available for 3 months, starting with departures in November 2026 and ending in May 2027. Months without offers are left out of the comparison.
These comparisons describe offers found for different departure months. Check prices and availability with a new search.
Compare Washington to Chicago fares by the month you fly. The lowest starting fare found is $74 for January 2027, while May 2027 has the highest starting fare at $188.
Washington — Chicago
12/06/2026
Departure
Direct flight
AA2152
starting at $116
Baltimore — Chicago
11/16/2026
Departure
Direct flight
F94307
starting at $138
Washington — Chicago
02/10/2027
Departure
Direct flight
WN1363
starting at $154
Washington — Chicago
02/16/2027
Departure
Direct flight
WN1364
starting at $154
Washington — Chicago
02/18/2027
Departure
Direct flight
AA4635
starting at $174
Washington — Chicago
11/21/2026
Departure
Direct flight
AA2645
starting at $179
Baltimore — Chicago
11/28/2026
Departure
Direct flight
F94307
starting at $193
Washington — Chicago
05/08/2027
Departure
Direct flight
AA1061
starting at $203
Washington — Chicago
05/15/2027
Departure
Direct flight
WN1459
starting at $208
Washington — Chicago
05/07/2027
Departure
Direct flight
WN1524
starting at $209
starting at $116
starting at $83
starting at $154
starting at $239
American Airlines
Su, Th, and Sa
starting at $116
Frontier Airlines
Su, Mo, and Sa
starting at $138
Southwest Airlines
Su, Tu, We, Fr, and Sa
starting at $154
United Airlines
Su
starting at $239
For a flight on Washington — Chicago, compare the featured carriers: American Airlines, Frontier Airlines, Southwest Airlines, and United Airlines. There are 4 airlines in this selection, with fares from $83.
Direct offers from Washington to Chicago were found for these airlines: American Airlines: Su, Th, and Sa; Frontier Airlines: Su, Mo, and Sa; Southwest Airlines: Su, Tu, We, Fr, and Sa; United Airlines: Su.
Weekdays and prices come from the offers found. This is not a complete schedule; availability and flight frequency can change.
The cheapest one-way flight from Washington to Chicago departs on 02/10/2027, is operated by Frontier Airlines and costs $83
The cheapest roundtrip flight from Washington to Chicago departs on 01/13/2027, is operated by Southwest Airlines and costs $137
Fastest flight from Washington to Chicago takes 2 hours
Direct offers were found for every day of the week.
The average outbound duration among direct offers for Washington to Chicago is 2h 18m. The found offers from Washington to Chicago depart between 6:04 AM and 9:05 PM, in the origin city’s time zone. The straight-line distance between Washington and Chicago is 956km.
Direct-flight weekdays and the fastest option are based on the offers found.
Duration and departure times are based on found offers, not the full schedule. Times use the origin city’s time zone.
The cheapest flight ticket from Washington to Chicago according to data for the last 48 hours costs $83
The lowest prices in the available monthly data for Washington — Chicago are in: January, November, May. Prices can change.
The shortest duration among the offers found for Washington — Chicago is 2 hours, including connections if present.
Direct flight offers from Washington to Chicago were found for: American Airlines, Frontier Airlines, Southwest Airlines