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Flight Deals from Chicago to Washington, D.C. from $189

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Top Deals on flights from Chicago to Washington

Chicago, US (CHI) - Washington, US (WAS)

Frontier Airlines Logo
Frontier Airlines

Apr 8

ORD
8h 2m
ATL

Apr 9

IAD
Frontier Airlines Logo
Frontier Airlines

Apr 9

IAD
4h 54m
ATL

Apr 9

ORD

as low as

$189

Chicago, US (CHI) - Washington, US (WAS)

Southwest Airlines Logo
Southwest Airlines

Apr 22

MDW
2h 50m
Direct

Apr 22

DCA
Southwest Airlines Logo
Southwest Airlines

Apr 27

DCA
1h
Direct

Apr 27

MDW

as low as

$223

Chicago, US (CHI) - Washington, US (WAS)

Southwest Airlines Logo
Southwest Airlines

Apr 22

MDW
12h 5m
BNA

Apr 22

DCA
Southwest Airlines Logo
Southwest Airlines

Apr 27

DCA
1h 5m
Direct

Apr 27

MDW

as low as

$233

Chicago, US (CHI) - Washington, US (WAS)

Southwest Airlines Logo
Southwest Airlines

Apr 22

MDW
5h 10m
BNA

Apr 22

DCA
Southwest Airlines Logo
Southwest Airlines

Apr 27

DCA
4h
STL

Apr 27

MDW

as low as

$243

Chicago, US (CHI) - Washington, US (WAS)

Delta Air Lines Logo
Delta Air Lines

Apr 22

MDW
5h 35m
DTW

Apr 22

DCA
Delta Air Lines Logo
Delta Air Lines

Apr 27

DCA
3h 3m
DTW

Apr 27

MDW

as low as

$243

Chicago, US (CHI) - Washington, US (WAS)

United Airlines Logo
United Airlines

Apr 14

ORD
3h 3m
Direct

Apr 14

IAD
United Airlines Logo
United Airlines

Apr 16

IAD
1h 17m
Direct

Apr 16

ORD

as low as

$303

Chicago, US (CHI) - Washington, US (WAS)

American Airlines Logo
American Airlines

Apr 14

ORD
3h
Direct

Apr 14

DCA
American Airlines Logo
American Airlines

Apr 16

DCA
1h 29m
Direct

Apr 16

ORD

as low as

$303

Chicago, US (CHI) - Washington, US (WAS)

American Airlines Logo
American Airlines

Apr 16

ORD
6h 39m
IND

Apr 16

DCA
American Airlines Logo
American Airlines

Apr 20

DCA
1h 31m
Direct

Apr 20

ORD

as low as

$328

Chicago, US (CHI) - Washington, US (WAS)

American Airlines Logo
American Airlines

Apr 19

ORD
2h 57m
Direct

Apr 19

DCA
American Airlines Logo
American Airlines

Apr 21

DCA
3h 25m
CLT

Apr 21

ORD

as low as

$383

Chicago, US (CHI) - Washington, US (WAS)

Delta Air Lines Logo
Delta Air Lines

Apr 5

ORD
5h 19m
DTW

Apr 5

IAD
Delta Air Lines Logo
Delta Air Lines

Apr 29

IAD
7h 24m
MSP

Apr 29

ORD

as low as

$385

Chicago, US (CHI) - Washington, US (WAS)

Delta Air Lines Logo
Delta Air Lines

Apr 19

ORD
6h 1m
JFK

Apr 19

IAD
Delta Air Lines Logo
Delta Air Lines

Apr 21

IAD
4h 16m
DTW

Apr 21

ORD

as low as

$413

Chicago, US (CHI) - Washington, US (WAS)

Delta Air Lines Logo
Delta Air Lines

Apr 8

ORD
6h 53m
LGA

Apr 8

DCA
Delta Air Lines Logo
Delta Air Lines

Apr 13

DCA
4h 49m
LGA

Apr 13

ORD

as low as

$442

Good to Know

Essential information to help you plan your flight from Chicago to Washington, D.C.

Cheapest Flight

$189

The lowest price we found in the last two weeks, departing Apr 8 and returning Apr 9

Airline F91 stop ‧ 8h 2m ‧ economy

Fastest Flights

$223

The fastest flight that we found in the last two weeks, departing Apr 22 and returning Apr 27

Airline WN2h 50m ‧ economy

Cheapest Flight Round-trip

$189

Cheapest price found in the last 14 days, departing Apr 8 and returning Apr 9

Airline F91 stop ‧ 8h 2m ‧ economy

Cheapest Layover airport

$413

The cheapest layover airport to Washington is currently $413

Airline DL1 stop ‧ 6h 1m ‧ economy

Best Arrival airport

$189

The best arrival airport to Washington is currently $189

Airline F91 stop ‧ 8h 2m ‧ economy

Best Departure airport

$189

The best departure airport to Washington is currently $189

Airline F91 stop ‧ 8h 2m ‧ economy

Cheapest Airline

$189

The cheapest airline to Washington is currently $189

Airline F91 stop ‧ 8h 2m ‧ economy

Expect higher flight prices from Chicago to Washington in late March and mid-June, with the lowest prices in late August.

When planning your flight from Chicago to Washington, you'll want to consider the price variations throughout the year. The most expensive times to fly are generally in late March, mid-June, and early November, with peak prices reaching their highest around late March, where fares are significantly elevated. Conversely, the lowest prices can be found in late August, providing an excellent opportunity for budget travelers. Notably, there's a sharp transition into the high season from late March, while the low season starts in mid-August. Overall, expect price fluctuations between mid-200s for the low season and high 300s during peak times.

Book flights from Chicago to Washington 30 days before departure for the lowest prices; they rise sharply if booked closer to departure.

When planning your trip from Chicago to Washington, the best time to buy your tickets is about 30 days before departure, when prices are at their lowest, typically around $237. If you purchase earlier than 30 days, prices can reach up to $302, which is significantly higher. Although prices can dip slightly close to departure, the general trend is an increase, with costs peaking at around $502, making it risky to wait. For optimal savings and selection, consider booking between 127-109 or 98-86 days in advance. If your departure date is within 30 days, act quickly to avoid higher prices.

Flights to Washington, D.C.