Washington to Chicago flights
The cheapest round trip we found from Washington to Chicago is $242 (Dec 21 – 24, Nonstop), 9% below the usual $267.
WAS to CHI · Round trip · Economy · Prices per person in USD · Price found (1 hour ago)
Cheapest found
Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| November 2026 | $292 |
| December 2026 | $242 |
| January 2027 | No fares found yet |
| February 2027 | $214 (cheapest month) |
| March 2027 | No fares found yet |
| April 2027 | No fares found yet |
| May 2027 | $397 |
Cheapest dates in the next 4 months
Round trip, per person-
Dec 21 – 24 3 nights · leave Mon$242 −9% vs usual$242 −9% vs usual Book
Frontier Airlines Nonstop · 2h 24m -
Dec 4 – 6 2 nights · leave Fri$286 +7% vs usual$286 +7% vs usual Book
Frontier Airlines 1 stop · 2h 28m
-
Nov 23 – 27 4 nights · leave Mon$292 +9% vs usual$292 +9% vs usual Book
Frontier Airlines 1 stop · 8h 56m
-
Nov 27 – Dec 6 9 nights · leave Fri$306 +15% vs usual$306 +15% vs usual Book
Frontier Airlines 1 stop · 5h 38m
-
Nov 24 – 28 4 nights · leave Tue$328 +23% vs usual$328 +23% vs usual Book
Frontier Airlines 1 stop · 9h 02m
-
Nov 27 – 29 2 nights · leave Fri$372 +39% vs usual$372 +39% vs usual Book
Frontier Airlines 1 stop · 8h 56m
-
Nov 25 – 29 4 nights · leave Wed$376 +41% vs usual$376 +41% vs usual Book
Frontier Airlines 1 stop · 9h 02m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
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Go City prices checked Oct 23, 2026; the final price is on Go City. Partner links: we may earn a commission if you book, at no extra cost to you.
Plan the rest of your trip
Chicago · Dec 21 – 24Partner links: we may earn a commission if you book, at no extra cost to you.
Good to know
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Washington to Chicago: questions
How much does a flight from Washington to Chicago cost?
The cheapest round trip we have found right now is $242, leaving December 21 and returning December 24. The usual price on this route is about $267, so this fare is 9% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from Washington to Chicago?
February 2027, with round trips from $214. The most expensive month in our data is May (from $397). Based on the 4 months ahead we have prices for.
Which airports do Washington to Chicago flights use?
Washington airports include Washington Dulles International (IAD) and Ronald Reagan National (DCA). Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). The prices on this page cover every airport in both cities (WAS and CHI are the city codes).
About this route
We track round-trip economy fares from Washington (United States) to Chicago (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $242, departing December 21 and returning December 24 on a nonstop flight, about 9% below the usual $267. Right now we're following 7 upcoming date combinations on this route. The cheapest month to fly in our data is February, from $214. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.