Cheap Flights from Washington to Chicago

Cheapest flights from Washington to Chicago

Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Washington to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.

Cheapest one way flight

$60

Frontier Airlines

1 transfer

11h 6m

06/05/2025

The cheapest one-way flight from Washington to Chicago departs on 06/05/2025, is operated by Frontier Airlines and costs $60

Cheapest round trip flight

$130

Spirit Airlines

Direct flight

3h 54m

08/14/2025

The cheapest roundtrip flight from Washington to Chicago departs on 08/14/2025, is operated by Spirit Airlines and costs $130

The fastest flight

2h 2m

Fastest flight from Washington to Chicago takes 2h 2m

Direct flights

Several times a week

There are direct flights on this route 4 days a week: Su, Mo, We, and Th

Earliest flight

5:59 AM

Latest flight

10:20 PM

Average flight duration

2h 21m

Direct flights count

149

Distance

955km

Timezone difference

1h

The distance between Washington and Chicago is 955km (592 miles). The average flight duration is 2h 21m. There are 149 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 10:20 PM.

Remember that on average the ideal time to book flights is 2 months before departure!

Airfare from Washington to Chicago by month

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Washington to Chicago

September 2025

Lowest price

on average:

$98

December 2025

Highest price

on average:

$152

Avg Price

Airlines operating on route

Below you will find a list of airlines operating flights on the Washington — Chicago route and the starting prices for flights of each specific airline on it.

Starting at $55

Starting at $76

Starting at $83

Starting at $92

Starting at $125

Starting at $152

Direct Flights from Washington to Chicago

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.

Washington — Chicago

WAS — CHI

06/05/2025

Departure date

Direct flight

UA708

Starting at $221

Washington — Chicago

WAS — CHI

06/06/2025

Departure date

Direct flight

WN2295

Starting at $255

Washington — Chicago

WAS — CHI

06/10/2025

Departure date

Direct flight

UA1128

Starting at $375

Washington — Chicago

WAS — CHI

06/11/2025

Departure date

Direct flight

WN2422

Starting at $181

Washington — Chicago

WAS — CHI

06/14/2025

Departure date

Direct flight

WN2445

Starting at $315

Washington — Chicago

WAS — CHI

06/30/2025

Departure date

Direct flight

WN2147

Starting at $90

Washington — Chicago

WAS — CHI

07/06/2025

Departure date

Direct flight

UA394

Starting at $149

Washington — Chicago

WAS — CHI

07/22/2025

Departure date

Direct flight

WN2445

Starting at $123

Washington — Chicago

WAS — CHI

07/28/2025

Departure date

Direct flight

AA1187

Starting at $125

Washington — Chicago

WAS — CHI

12/29/2025

Departure date

Direct flight

UA1738

Starting at $225

Schedule of direct flights from Washington to Chicago

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Washington to Chicago:

American Airlines

Su, Mo, Th, and Fr

Starting at $172

United Airlines

Su, Mo, Th, and Fr

Starting at $189

Southwest Airlines

Every day

Starting at $201

Washington airports overview

BWI

Baltimore/Wash International Thurgood Marshall Airport

Airlines flying to this airport

$60

Starting at

$93-51%

on average

IAD

Washington Dulles International Airport

Airlines flying to this airport

$92

Starting at

$110-29%

on average

DCA

Ronald Reagan National Airport

Airlines flying to this airport

$83

Starting at

$141

on average

Chicago airports overview

MDW

Chicago Midway International Airport

Airlines flying to this airport

$50

Starting at

$88-45%

on average

ORD

O'Hare International Airport

Airlines flying to this airport

$52

Starting at

$127

on average

Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

How much is the cheapest flight ticket from Washington to Chicago?

The cheapest flight ticket from Washington to Chicago according to data for the last 48 hours costs $60

When is the best time to buy air tickets on the route Washington — Chicago?

Often the best time to buy tickets from Washington to Chicago is 2 months before departure.

When is the cheapest time of year to fly from Washington to Chicago?

Based on statistics over the past years, the lowest prices for flights from Washington to Chicago can be found flying in these months: September, June, July.

How long does it take to fly from Washington to Chicago?

The fastest flights from Washington to Chicago start from 2 hours 2 minutes in the air.

Which airline can fly direct from Washington to Chicago?

The following airlines operate direct flights on the route Washington — Chicago: United Airlines, Southwest Airlines, American Airlines

Special offers and sales on air tickets from Washington to Chicago

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.

We couldn't find any special offers for flights from Washington to Chicago

Alternative routes

Baltimore ➜ Chicago•Charlottesville ➜ Chicago•Hagerstown ➜ Chicago•Lancaster ➜ Chicago•Philadelphia ➜ Chicago•Richmond ➜ Chicago•Washington ➜ Appleton•Washington ➜ Kalamazoo•Washington ➜ Champaign•Washington ➜ Fort Wayne•Washington ➜ Indianapolis•Washington ➜ Lansing•Washington ➜ Milwaukee•Washington ➜ Muskegon•Washington ➜ South Bend

•••••••••••••••••••

Cheapest one way flight

$60

Frontier Airlines

1 transfer

11h 6m

06/05/2025

The cheapest one-way flight from Washington to Chicago departs on 06/05/2025, is operated by Frontier Airlines and costs $60

Cheapest round trip flight

$130

Spirit Airlines

Direct flight

3h 54m

08/14/2025

The cheapest roundtrip flight from Washington to Chicago departs on 08/14/2025, is operated by Spirit Airlines and costs $130

The fastest flight

2h 2m

Fastest flight from Washington to Chicago takes 2h 2m

Direct flights

Several times a week

There are direct flights on this route 4 days a week: Su, Mo, We, and Th

Earliest flight

5:59 AM

Latest flight

10:20 PM

Average flight duration

2h 21m

Direct flights count

149

Distance

955km

Timezone difference

1h

How much is the cheapest flight ticket from Washington to Chicago?

The cheapest flight ticket from Washington to Chicago according to data for the last 48 hours costs $60

When is the best time to buy air tickets on the route Washington — Chicago?

Often the best time to buy tickets from Washington to Chicago is 2 months before departure.

When is the cheapest time of year to fly from Washington to Chicago?

Based on statistics over the past years, the lowest prices for flights from Washington to Chicago can be found flying in these months: September, June, July.

How long does it take to fly from Washington to Chicago?

The fastest flights from Washington to Chicago start from 2 hours 2 minutes in the air.

Which airline can fly direct from Washington to Chicago?

The following airlines operate direct flights on the route Washington — Chicago: United Airlines, Southwest Airlines, American Airlines

Cheap Flights from Washington to Chicago Starting at $60

1

Economy

Cheapest flights from Washington to Chicago

Cheapest one way flight

$60

Frontier Airlines

1 transfer

11h 6m

06/05/2025

Cheapest round trip flight

$130

Spirit Airlines

Direct flight

3h 54m

08/14/2025

The fastest flight

2h 2m

Direct flights

Several times a week

Earliest flight

5:59 AM

Latest flight

10:20 PM

Average flight duration

2h 21m

Direct flights count

149

Distance

955km

Timezone difference

1h

Airfare from Washington to Chicago by month

September 2025

on average:

$98

December 2025

on average:

$152

Airlines operating on route

Direct Flights from Washington to Chicago

Schedule of direct flights from Washington to Chicago

Washington airports overview

Chicago airports overview

Frequently asked questions (FAQ)

Special offers and sales on air tickets from Washington to Chicago

Alternative routes

Cheapest one way flight

$60

Frontier Airlines

1 transfer

11h 6m

06/05/2025

Cheapest round trip flight

$130

Spirit Airlines

Direct flight

3h 54m

08/14/2025

The fastest flight

2h 2m

Direct flights

Several times a week

Earliest flight

5:59 AM

Latest flight

10:20 PM

Average flight duration

2h 21m

Direct flights count

149

Distance

955km

Timezone difference

1h

September 2025

on average:

$98

December 2025

on average: