Cheap flights from Washington to Chicago

One-way fares from $76 · WAS → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Washington
Cheapest fare
$76

Frontier Airlines · Wed, Jan 13

Cheapest month
January

from $76

Direct flights
Not recently

Usually 1+ stop

Quickest trip
4h 24m

960 km

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Cheapest month to fly from Washington to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $93
  2. January 2027 Cheapest $76

Cheapest dates in January 2027

The lowest fares we've seen for each day, cheapest first.

Frontier Airlines
Depart06:37 Wed, Jan 13IAD → ORD 4h 51m · 1 stop
$76one way, per person
View deal
Frontier Airlines
Depart17:02 Tue, Jan 5BWI → ORD 4h 38m · 1 stop
$86one way, per person
View deal
See every date in January 2027 →

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About flights from Washington to Chicago

Washington (WAS) and Chicago (CHI) are about 960 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 4h 24m. Over the next few months, one-way fares start from $76, and January 2027 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Washington to Chicago?

The cheapest one-way fare we've seen recently is $76 with Frontier Airlines, departing Wednesday, January 13, 2027. Over the coming months, the lowest fare in each month ranges from $76 to $93.

What is the cheapest month to fly from Washington to Chicago?

January 2027 currently has the lowest fares, from $76 one way.

Are there direct flights from Washington to Chicago?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Washington to Chicago?

The quickest journey we've seen takes about 4h 24m. Washington and Chicago are around 960 km apart.

Which airlines fly from Washington to Chicago?

Recent fares on this route were with Frontier Airlines.

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