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Cheap flights from Washington, D.C. Reagan-National Airport to Chicago from $114

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Washington, D.C. Reagan-National Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:10 am - 12:28 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
5h 18m1 stop Cincinnati Cinci./N. Kentucky
American Airlines Logo
2:52 pm - 6:04 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
2h 12mnonstop
$186American Airlines
Mon, Nov 23 - Mon, Nov 23
American Airlines Logo
3:10 pm - 6:36 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
4h 26m1 stop Cleveland Hopkins Intl
American Airlines Logo
8:52 pm - 11:59 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
2h 07mnonstop
$227American Airlines
Fri, Dec 25 - Fri, Dec 25
Frontier Logo
1:00 pm - 12:21 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
12h 21m1 stop Denver Intl
Frontier Logo
6:30 am - 4:47 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
9h 17m1 stop Denver Intl
$232Frontier
Thu, Oct 29 - Sat, Oct 31
Frontier Logo
7:00 am - 12:24 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
18h 24m1 stop Denver Intl
Frontier Logo
6:30 am - 9:59 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
14h 29m1 stop Denver Intl
$232Frontier
Tue, Oct 20 - Wed, Oct 21
Frontier Logo
6:00 pm - 12:53 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
7h 53m1 stop Denver Intl
Frontier Logo
7:25 am - 4:55 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
8h 30m1 stop Denver Intl
$232Frontier
Thu, Dec 3 - Mon, Dec 7
Multiple Airlines Logo
6:00 pm - 12:24 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
7h 24m1 stop Denver Intl
Multiple Airlines Logo
1:00 pm - 6:00 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
28h 00m1 stop Boston Logan Intl
$279Multiple Airlines
Sat, Oct 24 - Tue, Oct 27
Multiple Airlines Logo
7:56 pm - 7:29 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
24h 33m1 stop Boston Logan Intl
Multiple Airlines Logo
6:30 am - 4:47 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
9h 17m1 stop Denver Intl
$284Multiple Airlines
Tue, Oct 27 - Thu, Oct 29
American Airlines Logo
12:37 pm - 2:09 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
2h 32mnonstop
American Airlines Logo
4:59 pm - 8:00 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
2h 01mnonstop
$293American Airlines
Tue, Dec 29 - Tue, Dec 29
United Airlines Logo
6:30 am - 7:44 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
2h 14mnonstop
United Airlines Logo
8:00 am - 11:01 amORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
2h 01mnonstop
$297United Airlines
Wed, Oct 21 - Thu, Oct 22
United Airlines Logo
3:30 pm - 4:54 pmDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
2h 24mnonstop
United Airlines Logo
4:00 pm - 7:13 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
2h 13mnonstop
$297United Airlines
Thu, Dec 17 - Mon, Dec 21

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Frontier flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport

Our best Frontier deals on Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flight tickets
Frontier
Oct 28
DCA1:00 pmWashington, D.C. Reagan-National
12h 21m
1 stop
ORD12:21 amChicago O'Hare Intl
Nov 4
ORD6:30 amChicago O'Hare Intl
28h 39m
1 stop
DCA12:09 pmWashington, D.C. Reagan-National
$232
Frontier
Nov 4
DCA1:00 pmWashington, D.C. Reagan-National
12h 21m
1 stop
ORD12:21 amChicago O'Hare Intl
Nov 9
ORD6:30 amChicago O'Hare Intl
9h 17m
1 stop
DCA4:47 pmWashington, D.C. Reagan-National
$234
Frontier
Oct 28
DCA1:00 pmWashington, D.C. Reagan-National
12h 21m
1 stop
ORD12:21 amChicago O'Hare Intl
Oct 31
ORD6:30 amChicago O'Hare Intl
9h 17m
1 stop
DCA4:47 pmWashington, D.C. Reagan-National
$235

American Airlines flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport

Our best American Airlines deals on Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flight tickets
American Airlines
Nov 23
DCA8:10 amWashington, D.C. Reagan-National
5h 18m
1 stop
ORD12:28 pmChicago O'Hare Intl
Nov 23
ORD2:52 pmChicago O'Hare Intl
2h 12m
DCA6:04 pmWashington, D.C. Reagan-National
$186
American Airlines
Dec 25
DCA3:10 pmWashington, D.C. Reagan-National
4h 26m
1 stop
ORD6:36 pmChicago O'Hare Intl
Dec 25
ORD8:52 pmChicago O'Hare Intl
2h 07m
DCA11:59 pmWashington, D.C. Reagan-National
$227
American Airlines
Oct 10
DCA7:45 amWashington, D.C. Reagan-National
2h 26m
ORD9:11 amChicago O'Hare Intl
Oct 17
ORD1:18 pmChicago O'Hare Intl
2h 09m
DCA4:27 pmWashington, D.C. Reagan-National
$396

momondo Fare Finder

 
Use the filters below to find and compare flights from Washington, D.C. Reagan-National Airport 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 Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Mon 11/23

8:10 am-12:28 pm

1 stop5h 18m

Chicago O'Hare Intl

Mon 11/23

2:52 pm-6:04 pm

Nonstop2h 12m

$186

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Fri 12/25

3:10 pm-6:36 pm

1 stop4h 26m

Chicago O'Hare Intl

Fri 12/25

8:52 pm-11:59 pm

Nonstop2h 07m

$227

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Thu 10/29

1:00 pm-12:21 am

1 stop12h 21m

Chicago O'Hare Intl

Sat 10/31

6:30 am-4:47 pm

1 stop9h 17m

$232

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Tue 10/20

7:00 am-12:24 am

1 stop18h 24m

Chicago O'Hare Intl

Wed 10/21

6:30 am-9:59 pm

1 stop14h 29m

$232

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Thu 12/3

6:00 pm-12:53 am

1 stop7h 53m

Chicago O'Hare Intl

Mon 12/7

7:25 am-4:55 pm

1 stop8h 30m

$232

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Sat 10/24

6:00 pm-12:24 am

1 stop7h 24m

Chicago O'Hare Intl

Tue 10/27

1:00 pm-6:00 pm

1 stop28h 00m

$279

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Tue 10/27

7:56 pm-7:29 pm

1 stop24h 33m

Chicago O'Hare Intl

Thu 10/29

6:30 am-4:47 pm

1 stop9h 17m

$284

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Tue 12/29

12:37 pm-2:09 pm

Nonstop2h 32m

Chicago O'Hare Intl

Tue 12/29

4:59 pm-8:00 pm

Nonstop2h 01m

$293
Quickest round-trip

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Wed 10/21

6:30 am-7:44 am

Nonstop2h 14m

Chicago O'Hare Intl

Thu 10/22

8:00 am-11:01 am

Nonstop2h 01m

$297

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Thu 12/17

3:30 pm-4:54 pm

Nonstop2h 24m

Chicago O'Hare Intl

Mon 12/21

4:00 pm-7:13 pm

Nonstop2h 13m

$297

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 Washington, D.C. Reagan-National Airport 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 typical price of a round-trip flight between Washington, D.C. Reagan-National Airport and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $290 to $526.
The lowest price recently found on this route was $186.

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

The month of December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Washington, D.C. Reagan-National Airport averaging around $324.

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 Saturday when prices can be found for as low as $420. 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 Washington, D.C. Reagan-National Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $552.

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 Washington, D.C. Reagan-National Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $443 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $485. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Washington, D.C. Reagan-National to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Washington, D.C. Reagan-National Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $366 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 Washington, D.C. Reagan-National Airport for as low as $275 on momondo.

What cabin class options are available on Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Washington, D.C. Reagan-National Airport 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.

Can stopping save me money on Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport.

How have Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of September 2026, prices for Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flights are approximately 66% more expensive when compared to flights at the same time last year.

When to book flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport (DCA to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport

Best Price Found

$114

Fastest flight time

2h 05m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Washington, D.C. Reagan-National Airport in the past 72 hours is $114. The best round-trip flight deal from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $186.
The fastest flight from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport takes 2h 05m
Direct flights go from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport

  • How far is Washington, D.C. Reagan-National to Chicago O'Hare Intl by plane?

    A flight from Washington, D.C. Reagan-National to Chicago O'Hare Intl will travel around 610.2 mi. Flights usually cover this in 2h 05m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport.

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

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport?

Best airlines flying from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $29Free CancellationRating
5.6
2,568 reviews
Search Frontier flights
American AirlinesPriceFrom $204Free CancellationRating
7.0
12,097 reviews
Search American Airlines flights
United AirlinesPriceFrom $229Free CancellationRating
7.4
10,247 reviews
Search United Airlines flights

  • United Airlines Flights From Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport

    United Airlines operates around 71 flights from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $393, but momondo users have found United Airlines deals from Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport from as low as $229 round-trip. United Airlines has been scored 7.4/10 in 10,247 reviews.

  • American Airlines Flights From Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport

    The best American Airlines deal for Washington, D.C. Reagan-National Airport to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was $204, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $364 round-trip. American Airlines operates 75 flights out of Washington, D.C. Reagan-National Airport into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 12,097 American Airlines reviews by users on momondo have scored the airline at 7.0/10.

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from Washington, D.C. to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Washington, D.C. to Chicago for you.

Can I find flights from Washington, D.C. to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Washington, D.C. which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Washington, D.C. 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 Washington, D.C. to Chicago.

I’m not ready to book a flight from Washington, D.C. to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Washington, D.C. to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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