Find cheap flights from District of Columbia to Chicago

Find cheap flights from District of Columbia to Chicago

Round-trip
Economy
Boston (BOS)
Chicago All airports
Tue 8/4
Tue 8/11
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

September Best time to beat the crowds with an average 1% drop in price.

High season

July Most popular time to fly with an average 3% increase in price.

Average price of a round-trip

$292 (avg. price over the last 2 weeks)

Good deal for a round-trip

$168 or less

FAQs for booking District of Columbia to Chicago flights

How does KAYAK find such low prices on flights from District of Columbia to Chicago?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from District of Columbia to Chicago?

What is the Hacker Fare option on flights from District of Columbia to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from District of Columbia to Chicago?

Top airlines flying from District of Columbia to Chicago

Scores according to KAYAK customer reviews

8.2
JetBlue
Overall score based on 19,204 reviews
8.3
Boarding
8.3
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews
Read more about JetBlue

Book cheap flights from District of Columbia to Chicago (round-trip)

Airports
Origin
Washington
$166
only
$166
$134
only
$134
Destination
Chicago
$134
only
$134
$166
only
$166
Thu, Aug 6
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
5h 59m
Sat, Aug 8
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
5h 29m
Trip: 3 days
Based on null reviews
Thu, Aug 6
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
2h 17m
Mon, Aug 10
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
6h 35m
Trip: 5 days
Based on null reviews
Wed, Sep 2
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
5h 45m
Tue, Sep 8
ORD
Chicago O'Hare Airport
IAD
Washington Dulles Airport
5h 00m
Trip: 7 days
Based on null reviews
Fri, Jul 31
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
2h 15m
Mon, Aug 3
ORD
Chicago O'Hare Airport
IAD
Washington Dulles Airport
1h 45m
Trip: 4 days
Based on null reviews
Wed, Sep 23
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
2h 02m
Sun, Sep 27
ORD
Chicago O'Hare Airport
IAD
Washington Dulles Airport
8h 29m
Trip: 5 days
Based on null reviews
Fri, Jul 31
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
2h 11m
Mon, Aug 3
ORD
Chicago O'Hare Airport
IAD
Washington Dulles Airport
6h 05m
Trip: 4 days
Based on null reviews
Fri, Jul 31
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
2h 15m
Fri, Aug 7
ORD
Chicago O'Hare Airport
IAD
Washington Dulles Airport
1h 55m
Trip: 8 days
Based on null reviews
Thu, Sep 10
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
8h 28m
Sun, Sep 13
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
5h 27m
Trip: 4 days
Based on null reviews
Fri, Aug 21
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
8h 51m
Tue, Sep 1
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
1h 58m
Trip: 12 days
Based on null reviews
Tue, Aug 11
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
6h 03m
Sun, Aug 16
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
6h 35m
Trip: 6 days
Based on null reviews
Sat, Oct 3
DCA
Reagan Washington National Airport
MDW
Chicago Midway Airport
3h 52m
Mon, Oct 5
MDW
Chicago Midway Airport
DCA
Reagan Washington National Airport
3h 46m
Trip: 3 days
Based on null reviews
Fri, Jul 31
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
2h 16m
Mon, Aug 3
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
1h 52m
Trip: 4 days
Based on null reviews
Wed, Jul 29
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
2h 20m
Sun, Aug 2
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
4h 09m
Trip: 5 days
Based on null reviews
Thu, Aug 6
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
2h 16m
Sat, Aug 8
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
7h 21m
Trip: 3 days
Based on null reviews
Fri, Jul 31
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
2h 14m
Sun, Aug 2
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
1h 52m
Trip: 3 days
Based on null reviews
Fri, Jul 31
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
2h 14m
Sun, Aug 2
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
4h 09m
Trip: 3 days
Based on null reviews
Thu, Jul 30
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
9h 05m
Sat, Aug 1
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
5h 40m
Trip: 3 days
Based on null reviews
Sat, Aug 15
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
6h 03m
Wed, Aug 19
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
7h 21m
Trip: 5 days
Based on null reviews
Thu, Aug 6
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
2h 17m
Tue, Aug 11
ORD
Chicago O'Hare Airport
DCA
Reagan Washington National Airport
2h 00m
Trip: 6 days
Based on null reviews
Wed, Jul 29
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
1h 55m
Sun, Aug 2
ORD
Chicago O'Hare Airport
IAD
Washington Dulles Airport
6h 10m
Trip: 5 days
Based on null reviews

Book cheap flights from District of Columbia to Chicago (one-way)

Airports
Origin
Washington
$79
only
$79
$67
only
$67
Destination
Chicago
$67
only
$67
$83
only
$83
Mon, Aug 17
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
6h 03m
Based on null reviews
Thu, Sep 3
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
2h 10m
Based on null reviews
Thu, Sep 3
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
5h 10m
Based on null reviews
Thu, Jul 30
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
22h 56m
Based on null reviews
Tue, Aug 4
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
9h 35m
Based on null reviews
Fri, Sep 4
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
2h 19m
Based on null reviews
Fri, Sep 4
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
2h 06m
Based on null reviews
Fri, Sep 4
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
9h 05m
Based on null reviews
Sun, Aug 2
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
5h 59m
Based on null reviews
Thu, Aug 20
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
2h 06m
Based on null reviews
Thu, Aug 20
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
11h 07m
Based on null reviews
Thu, Aug 20
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
4h 36m
Based on null reviews
Wed, Sep 9
IAD
Washington Dulles Airport
MDW
Chicago Midway Airport
3h 45m
Based on null reviews
Fri, Sep 4
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
6h 20m
Based on null reviews
Mon, Aug 3
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
22h 19m
Based on null reviews
Wed, Sep 9
DCA
Reagan Washington National Airport
MDW
Chicago Midway Airport
4h 35m
Based on null reviews
Sun, Aug 16
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
5h 59m
Based on null reviews
Wed, Jul 29
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
22h 19m
Based on null reviews
Thu, Jul 30
DCA
Reagan Washington National Airport
ORD
Chicago O'Hare Airport
13h 12m
Based on null reviews
Sun, Aug 16
IAD
Washington Dulles Airport
ORD
Chicago O'Hare Airport
6h 20m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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