Cheap flights from Washington, D.C. to Chicago
Fares from $76 in January 2027. Compare every month below, then book with the site you like.
Search Washington, D.C. → Chicago flightsCheapest Washington, D.C. to Chicago fares by month
Lowest price per person found in recent searches. Prices change often and are checked when you book.
- November 2026Nov 19 · one way · Frontier · 1 stop$93See deal
- January 2027Jan 13 · one way · Frontier · 1 stop$76See deal
- May 2027May 24 · one way · American Airlines · Direct$194See deal
Washington, D.C. to Chicago at a glance
- Distance587 miles
- Nonstop flight timeabout 2h
- Cheapest monthJanuary 2027
- Airport codesWAS → CHI
Plan your Chicago trip
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Frequently asked questions
- How much is a flight from Washington, D.C. to Chicago?
- The cheapest fare we found recently is $76 per person, departing Jan 13 on Frontier. Prices change daily, so search your dates to see today's fares.
- What is the cheapest month to fly from Washington, D.C. to Chicago?
- January 2027 is currently the cheapest month, from $76. May 2027 is the most expensive, from $194.
- Are there direct flights from Washington, D.C. to Chicago?
- Yes. Recent searches found nonstop fares from $194.
- Which airlines fly from Washington, D.C. to Chicago?
- The cheapest recent fares on this route were on Frontier, American Airlines.
- How long is the flight from Washington, D.C. to Chicago?
- Washington, D.C. and Chicago are about 587 miles apart, so a nonstop flight takes roughly 2h. Flights with a stop take longer, depending on the connection.
- How do I find the cheapest flight from Washington, D.C. to Chicago?
- Search your dates on Gotoesy. We list fares from several booking sites sorted cheapest first, show nearby dates when your day has no saved fare, and send you straight to the seller to book.
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