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Cheap flights from District of Columbia to Chicago from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from District of Columbia to Chicago departing on 6/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:10 pm - 11:30 pm
DCA
-
ORD
2h 20mnonstop
American Airlines Logo
6:00 am - 9:14 am
ORD
-
DCA
2h 14mnonstop
$236American Airlines
Wed, Jun 24 - Sat, Jun 27
United Airlines Logo
7:15 am - 8:29 am
DCA
-
ORD
2h 14mnonstop
United Airlines Logo
6:00 am - 8:54 am
ORD
-
DCA
1h 54mnonstop
$237United Airlines
Wed, Jun 24 - Sat, Jun 27
United Airlines Logo
5:42 pm - 6:50 pm
IAD
-
ORD
2h 08mnonstop
United Airlines Logo
8:40 am - 11:52 am
ORD
-
IAD
2h 12mnonstop
$237United Airlines
Mon, Aug 3 - Tue, Aug 4
Delta Logo
7:26 pm - 12:02 am
IAD
-
ORD
5h 36m
1 stop
Delta Logo
5:20 pm - 11:26 pm
ORD
-
IAD
5h 06m
1 stop
$238Delta
Mon, Aug 10 - Thu, Aug 13
American Airlines Logo
8:23 am - 10:00 am
DCA
-
ORD
2h 37mnonstop
American Airlines Logo
1:20 pm - 4:25 pm
ORD
-
DCA
2h 05mnonstop
$238American Airlines
Mon, Jul 27 - Wed, Jul 29
United Airlines Logo
7:10 pm - 8:30 pm
DCA
-
ORD
2h 20mnonstop
United Airlines Logo
6:00 am - 8:55 am
ORD
-
DCA
1h 55mnonstop
$239United Airlines
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
6:16 am - 7:30 am
IAD
-
ORD
2h 14mnonstop
United Airlines Logo
6:25 am - 9:23 am
ORD
-
IAD
1h 58mnonstop
$239United Airlines
Mon, Aug 24 - Thu, Aug 27
Delta Logo
7:45 pm - 12:02 am
DCA
-
ORD
5h 17m
1 stop
Delta Logo
6:51 am - 11:28 am
ORD
-
DCA
3h 37m
1 stop
$241Delta
Thu, Aug 6 - Tue, Aug 11
Frontier Logo
8:57 pm - 8:03 am
IAD
-
ORD
12h 06m
1 stop
Frontier Logo
6:55 am - 4:52 pm
ORD
-
IAD
8h 57m
1 stop
$244Frontier
Sat, Jun 27 - Tue, Jun 30
Frontier Logo
8:33 pm - 7:53 am
IAD
-
ORD
12h 20m
1 stop
Frontier Logo
1:50 pm - 10:55 pm
ORD
-
IAD
8h 05m
1 stop
$246Frontier
Mon, Jul 13 - Wed, Jul 15

American Airlines flights from District of Columbia to Chicago O'Hare Intl Airport

Our best American Airlines deals on District of Columbia to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jun 24
DCA10:10 pmWashington, D.C. Reagan-National
2h 20m
ORD11:30 pmChicago O'Hare Intl
Jun 27
ORD6:00 amChicago O'Hare Intl
2h 14m
DCA9:14 amWashington, D.C. Reagan-National
$236
American Airlines
Jul 27
DCA8:23 amWashington, D.C. Reagan-National
2h 37m
ORD10:00 amChicago O'Hare Intl
Jul 29
ORD1:20 pmChicago O'Hare Intl
2h 05m
DCA4:25 pmWashington, D.C. Reagan-National
$238
American Airlines
Aug 8
DCA8:05 amWashington, D.C. Reagan-National
2h 25m
ORD9:30 amChicago O'Hare Intl
Aug 15
ORD9:57 amChicago O'Hare Intl
2h 01m
DCA12:58 pmWashington, D.C. Reagan-National
$242

United Airlines flights from District of Columbia to Chicago O'Hare Intl Airport

Our best United Airlines deals on District of Columbia to Chicago O'Hare Intl Airport flight tickets
United Airlines
Jun 24
DCA7:15 amWashington, D.C. Reagan-National
2h 14m
ORD8:29 amChicago O'Hare Intl
Jun 27
ORD6:00 amChicago O'Hare Intl
1h 54m
DCA8:54 amWashington, D.C. Reagan-National
$237
United Airlines
Aug 24
IAD6:16 amWashington, D.C. Dulles Intl
2h 14m
ORD7:30 amChicago O'Hare Intl
Aug 27
ORD6:25 amChicago O'Hare Intl
1h 58m
IAD9:23 amWashington, D.C. Dulles Intl
$239
United Airlines
Aug 6
IAD6:10 amWashington, D.C. Dulles Intl
2h 17m
ORD7:27 amChicago O'Hare Intl
Aug 22
ORD12:55 pmChicago O'Hare Intl
2h 06m
IAD4:01 pmWashington, D.C. Dulles Intl
$242

momondo Fare Finder

 
Customize your flight search to find flights from District of Columbia to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 1, 2026.
Use the filters below to find and compare flights from District of Columbia to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 6/24

10:10 pm-11:30 pm

Nonstop2h 20m

Chicago O'Hare Intl

Sat 6/27

6:00 am-9:14 am

Nonstop2h 14m

$236
Quickest round-trip

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 6/24

7:15 am-8:29 am

Nonstop2h 14m

Chicago O'Hare Intl

Sat 6/27

6:00 am-8:54 am

Nonstop1h 54m

$237

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 8/3

5:42 pm-6:50 pm

Nonstop2h 08m

Chicago O'Hare Intl

Tue 8/4

8:40 am-11:52 am

Nonstop2h 12m

$237

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 8/10

7:26 pm-12:02 am

1 stop5h 36m

Chicago O'Hare Intl

Thu 8/13

5:20 pm-11:26 pm

1 stop5h 06m

$238

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Mon 7/27

8:23 am-10:00 am

Nonstop2h 37m

Chicago O'Hare Intl

Wed 7/29

1:20 pm-4:25 pm

Nonstop2h 05m

$238

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Thu 8/27

7:10 pm-8:30 pm

Nonstop2h 20m

Chicago O'Hare Intl

Mon 8/31

6:00 am-8:55 am

Nonstop1h 55m

$239

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 8/24

6:16 am-7:30 am

Nonstop2h 14m

Chicago O'Hare Intl

Thu 8/27

6:25 am-9:23 am

Nonstop1h 58m

$239

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Thu 8/6

7:45 pm-12:02 am

1 stop5h 17m

Chicago O'Hare Intl

Tue 8/11

6:51 am-11:28 am

1 stop3h 37m

$241

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sat 6/27

8:57 pm-8:03 am

1 stop12h 06m

Chicago O'Hare Intl

Tue 6/30

6:55 am-4:52 pm

1 stop8h 57m

$244

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 7/13

8:33 pm-7:53 am

1 stop12h 20m

Chicago O'Hare Intl

Wed 7/15

1:50 pm-10:55 pm

1 stop8h 05m

$246

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from District of Columbia to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from District of Columbia averaging around $29.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $403. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from District of Columbia because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $549.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from District of Columbia in the evening is the least expensive time of day to depart. momondo users have found prices as low as $405 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $454. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest District of Columbia to Chicago O'Hare Intl flight route?

Fly from Washington, D.C. Reagan-National to Chicago O'Hare Intl for the best District of Columbia - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from District of Columbia to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from District of Columbia when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $379 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from District of Columbia for as low as $198 on momondo.

What cabin class options are available on District of Columbia to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on District of Columbia to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap District of Columbia to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from District of Columbia to Chicago O'Hare Intl Airport

Best Price Found

$176

Fastest flight time

2h 03m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from District of Columbia in the past 72 hours is $176. The best round-trip flight deal from District of Columbia to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $334.
The fastest flight from District of Columbia to Chicago O'Hare Intl Airport takes 2h 03m
Direct flights go from District of Columbia to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from District of Columbia to Chicago O'Hare Intl Airport

  • When did momondo last update prices for flights from District of Columbia to Chicago O'Hare Intl Airport?

    Prices for flights from District of Columbia to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from District of Columbia to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from District of Columbia to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from District of Columbia to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from District of Columbia to Chicago O'Hare Intl Airport?

Best airlines flying from District of Columbia to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from District of Columbia to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $29Free CancellationRating
5.6
2,923 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $43Free CancellationRating
6.2
Search Spirit Airlines flights
SouthwestPriceFrom $122Free CancellationRating
8.0
4,256 reviews
Search Southwest flights
United AirlinesPriceFrom $153Free CancellationRating
7.4
9,774 reviews
Search United Airlines flights
American AirlinesPriceFrom $158Free CancellationRating
7.1
11,643 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Tinley Park
South Holland

Why use momondo?

Why should I use momondo to find a flight deal from District of Columbia to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from District of Columbia to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from District of Columbia to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for District of Columbia to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from District of Columbia to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from District of Columbia to Chicago.

I’m not ready to book a flight from District of Columbia to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from District of Columbia and alert you when they change.

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