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Cheap flights from Washington, D.C. Reagan-National Airport to Chicago from $54

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Washington, D.C. Reagan-National Airport to Chicago departing on 2/12. 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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Find the cheapest flights from Washington, D.C. Reagan-National Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Washington, D.C. Reagan-National Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Washington, D.C. Reagan-National Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from Washington, D.C. Reagan-National Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Washington, D.C. Reagan-National Airport to Chicago

Find recent round-trip train or bus tickets from Washington, D.C. Reagan-National Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
1:01 pm - 10:37 pmDCA-ORD
10h 36m1 stop
6:50 am - 4:59 pmORD-DCA
9h 09m1 stop
$110Frontier
Find Deal
Tue, Feb 11 - Wed, Feb 12
1:01 pm - 12:17 amDCA-MDW
12h 16m1 stop
7:05 am - 9:59 pmMDW-DCA
13h 54m1 stop
$110Frontier
Find Deal
Tue, Feb 4 - Wed, Feb 12
6:00 am - 7:24 amDCA-ORD
2h 24mnonstop
11:40 am - 2:30 pmORD-DCA
1h 50mnonstop
$227American Airlines
Find Deal
Tue, Feb 4 - Wed, Feb 12
5:55 pm - 7:23 pmDCA-ORD
2h 28mnonstop
1:43 pm - 4:28 pmORD-DCA
1h 45mnonstop
$228American Airlines
Find Deal
Sat, Mar 1 - Mon, Mar 3
6:02 pm - 7:25 pmDCA-ORD
2h 23mnonstop
3:00 pm - 5:54 pmORD-DCA
1h 54mnonstop
$229United Airlines
Find Deal
Fri, Feb 14 - Tue, Feb 18
4:00 pm - 5:05 pmDCA-MDW
2h 05mnonstop
9:00 pm - 11:50 pmMDW-DCA
1h 50mnonstop
$229Southwest
Find Deal
Sat, Mar 1 - Mon, Mar 3
6:05 pm - 7:23 pmDCA-ORD
2h 18mnonstop
4:08 pm - 9:41 pmORD-DCA
4h 33m1 stop
$239United Airlines
Find Deal
Tue, Feb 11 - Wed, Feb 12
6:55 am - 12:10 pmDCA-MDW
6h 15m1 stop
5:45 pm - 8:35 pmMDW-DCA
1h 50mnonstop
$239Southwest
Find Deal
Sat, Mar 1 - Mon, Mar 3
9:55 am - 12:55 pmDCA-ORD
4h 00m1 stop
2:03 pm - 10:00 pmORD-DCA
6h 57m1 stop
$247Delta
Find Deal
Thu, Jan 30 - Sun, Feb 2
12:55 pm - 6:25 pmDCA-ORD
6h 30m1 stop
2:59 pm - 9:33 pmORD-DCA
5h 34m1 stop
$249Delta
Find Deal
Fri, Feb 14 - Tue, Feb 18
7:00 am - 1:25 pmDCA-ORD
7h 25m1 stop
$54Frontier
Find Deal
Wed, Feb 12
6:00 pm - 12:17 amDCA-MDW
7h 17m1 stop
$54Frontier
Find Deal
Sat, Feb 15
9:29 am - 10:47 amDCA-ORD
2h 18mnonstop
$114American Airlines
Find Deal
Mon, Feb 10
7:02 am - 8:20 amDCA-ORD
2h 18mnonstop
$115United Airlines
Find Deal
Sun, Feb 2
9:20 am - 10:25 amDCA-MDW
2h 05mnonstop
$115Southwest
Find Deal
Sat, Feb 1
9:59 pm - 11:06 pmDCA-ORD
2h 07mnonstop
$116American Airlines
Find Deal
Sat, May 3
7:30 am - 8:30 amDCA-MDW
2h 00mnonstop
$124Southwest
Find Deal
Tue, May 6
10:30 am - 4:12 pmDCA-MDW
6h 42m1 stop
$125Delta
Find Deal
Sat, Feb 1
3:30 pm - 4:51 pmDCA-ORD
2h 21mnonstop
$150United Airlines
Find Deal
Sat, Mar 8
12:20 pm - 6:19 pmDCA-ORD
6h 59m1 stop
$159Delta
Find Deal
Thu, Apr 10
1:01 pm - 12:13 amDCA-MDW
12h 12m1 stop
7:15 am - 4:59 pmMDW-DCA
8h 44m1 stop
$198Frontier
Find Deal
Wed, Jan 15 - Sun, Feb 2
11:45 am - 5:59 pmDCA-ORD
7h 14m1 stop
7:00 am - 1:58 pmORD-DCA
5h 58m1 stop
$262JetBlue
Find Deal
Mon, Jan 13 - Thu, Jan 16
7:06 am - 7:39 amDCA-ORD
25h 33m2 stops
10:15 am - 1:21 pmORD-DCA
2h 06mnonstop
$429United Airlines
Find Deal
Sat, Jan 11 - Sun, Jan 12
6:05 pm - 7:15 pmDCA-MDW
2h 10mnonstop
9:15 am - 12:00 pmMDW-DCA
1h 45mnonstop
$434Southwest
Find Deal
Wed, Jan 15 - Sun, Feb 2
8:00 am - 11:30 amDCA-MDW
4h 30m1 stop
9:15 am - 12:00 pmMDW-DCA
1h 45mnonstop
$444Southwest
Find Deal
Wed, Jan 15 - Sun, Feb 2
7:00 am - 6:40 pmDCA-ORD
12h 40m2 stops
7:30 am - 9:41 pmORD-DCA
13h 11m2 stops
$459United Airlines
Find Deal
Mon, Jan 13 - Wed, Jan 15
9:29 am - 10:47 amDCA-ORD
2h 18mnonstop
1:48 pm - 6:50 pmORD-DCA
4h 02m1 stop
$594American Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 11
6:00 pm - 7:24 pmDCA-ORD
2h 24mnonstop
8:25 pm - 11:20 pmORD-DCA
1h 55mnonstop
$634American Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 11
6:00 am - 9:01 amDCA-ORD
4h 01m1 stop
10:30 am - 4:45 pmORD-DCA
5h 15m1 stop
$659Delta
Find Deal
Sat, Jan 11 - Sun, Jan 12
6:00 am - 8:54 amDCA-MDW
3h 54m1 stop
9:34 am - 4:45 pmMDW-DCA
6h 11m1 stop
$659Delta
Find Deal
Sat, Jan 11 - Sun, Jan 12
6:55 am - 8:10 amDCA-MDW
2h 15mnonstop
12:10 pm - 2:55 pmMDW-DCA
1h 45mnonstop
$224Southwest
Find Deal
Thu, Feb 13 - Thu, Feb 13
6:00 am - 7:24 amDCA-ORD
2h 24mnonstop
11:40 am - 2:30 pmORD-DCA
1h 50mnonstop
$227American Airlines
Find Deal
Tue, Feb 4 - Wed, Feb 12
5:55 pm - 7:23 pmDCA-ORD
2h 28mnonstop
1:43 pm - 4:28 pmORD-DCA
1h 45mnonstop
$228American Airlines
Find Deal
Sat, Mar 1 - Mon, Mar 3
7:44 am - 9:05 amDCA-ORD
2h 21mnonstop
11:15 am - 2:09 pmORD-DCA
1h 54mnonstop
$229United Airlines
Find Deal
Fri, Feb 14 - Mon, Feb 17
4:00 pm - 5:05 pmDCA-MDW
2h 05mnonstop
9:00 pm - 11:50 pmMDW-DCA
1h 50mnonstop
$229Southwest
Find Deal
Sat, Mar 1 - Mon, Mar 3
11:59 am - 1:17 pmDCA-ORD
2h 18mnonstop
6:00 am - 8:55 amORD-DCA
1h 55mnonstop
$230American Airlines
Find Deal
Tue, Feb 4 - Wed, Feb 12
8:45 pm - 10:04 pmDCA-ORD
2h 19mnonstop
7:22 pm - 10:08 pmORD-DCA
1h 46mnonstop
$234American Airlines
Find Deal
Fri, Feb 7 - Fri, Feb 14
6:00 am - 7:12 amDCA-ORD
2h 12mnonstop
7:35 pm - 10:37 pmORD-DCA
2h 02mnonstop
$247United Airlines
Find Deal
Fri, Jun 20 - Mon, Jun 23
4:26 pm - 5:39 pmDCA-ORD
2h 13mnonstop
4:42 pm - 7:30 pmORD-DCA
1h 48mnonstop
$249American Airlines
Find Deal
Sat, Jun 21 - Sat, Jun 28
6:25 am - 7:45 amDCA-ORD
2h 20mnonstop
9:05 pm - 11:57 pmORD-DCA
1h 52mnonstop
$255United Airlines
Find Deal
Thu, Mar 20 - Sat, Mar 22

Frontier flights from Washington, D.C. Reagan-National Airport to Chicago

Our best Frontier deals on Washington, D.C. Reagan-National Airport to Chicago flight tickets
Frontier
Feb 11
DCA1:01 pmWashington, D.C. Reagan-National
10h 36m
1 stop
ORD10:37 pmChicago O'Hare Intl
Feb 12
ORD6:50 amChicago O'Hare Intl
9h 09m
1 stop
DCA4:59 pmWashington, D.C. Reagan-National
Frontier
Feb 10
DCA7:00 amWashington, D.C. Reagan-National
8h 11m
1 stop
ORD2:11 pmChicago O'Hare Intl
Feb 12
ORD6:50 amChicago O'Hare Intl
9h 09m
1 stop
DCA4:59 pmWashington, D.C. Reagan-National
Frontier
Mar 1
DCA6:00 pmWashington, D.C. Reagan-National
7h 17m
1 stop
MDW12:17 amChicago Midway
Mar 3
MDW6:40 amChicago Midway
9h 19m
1 stop
DCA4:59 pmWashington, D.C. Reagan-National

JetBlue flights from Washington, D.C. Reagan-National Airport to Chicago

Our best JetBlue deals on Washington, D.C. Reagan-National Airport to Chicago flight tickets
JetBlue
Feb 4
DCA9:45 amWashington, D.C. Reagan-National
9h 10m
1 stop
ORD5:55 pmChicago O'Hare Intl
Feb 6
ORD7:00 amChicago O'Hare Intl
9h 00m
1 stop
DCA5:00 pmWashington, D.C. Reagan-National
JetBlue
Apr 2
DCA1:00 pmWashington, D.C. Reagan-National
6h 07m
1 stop
ORD6:07 pmChicago O'Hare Intl
Apr 10
ORD1:22 pmChicago O'Hare Intl
6h 37m
1 stop
DCA8:59 pmWashington, D.C. Reagan-National
JetBlue
Jan 11
DCA1:00 pmWashington, D.C. Reagan-National
5h 53m
1 stop
ORD5:53 pmChicago O'Hare Intl
Jan 30
ORD11:00 amChicago O'Hare Intl
6h 59m
1 stop
DCA6:59 pmWashington, D.C. Reagan-National

See travel insights to Chicago from

How to get the cheapest flight ticket from Washington, D.C. Reagan-National Airport to Chicago

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?

The month of September is, on average, the cheapest month to fly to Chicago from Washington, D.C. Reagan-National Airport, with most prices found around $263. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Washington, D.C. Reagan-National Airport to Chicago during February average around $278.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $249. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Washington, D.C. Reagan-National Airport to Chicago for around $303.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Washington, D.C. Reagan-National Airport to Chicago during this time can be as low as $254. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $299.

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

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

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Washington, D.C. Reagan-National Airport is 54 days out, which is when prices tend to be around $321. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $236.

What cabin class options are available on Washington, D.C. Reagan-National to Chicago flights?

There are 4 cabin classes available to choose from on Washington, D.C. Reagan-National to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of January 2025, prices for Washington, D.C. Reagan-National Airport to Chicago flights are approximately 14% 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

Are you open to changing your travel dates? Check out the ideal times to fly from Washington, D.C. Reagan-National Airport to Chicago 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 (DCA to CHI) 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

Best Price Found

$54

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Washington, D.C. Reagan-National Airport in the past 72 hours is $54. The best round-trip flight deal from Washington, D.C. Reagan-National Airport to Chicago found on momondo in the last 72 hours is $110.
The fastest flight from Washington, D.C. Reagan-National Airport to Chicago takes 1h 55m
Direct flights go from Washington, D.C. Reagan-National Airport to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

    There are 594.5 mi between Washington, D.C. Reagan-National and Chicago. Typically, this will take 1h 55m by plane in normal conditions.

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

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

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

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

    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 Washington, D.C. Reagan-National Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

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


Best airlines flying from Washington, D.C. Reagan-National Airport to Chicago

Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $101Free CancellationRating
6.0
3,428 reviews
Search Frontier flights
SouthwestPriceFrom $159Free CancellationRating
8.1
4,650 reviews
Search Southwest flights
American AirlinesPriceFrom $159Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $175Free CancellationRating
8.0
8,501 reviews
Search Delta flights
United AirlinesPriceFrom $188Free CancellationRating
7.4
8,942 reviews
Search United Airlines flights
  • Southwest Flights From Washington, D.C. Reagan-National Airport to Chicago

    Southwest flies from Washington, D.C. Reagan-National Airport to Chicago around 30 times per week, with 4,650 momondo users rating the airline 8.1/10. The cheapest Southwest deal from Washington, D.C. Reagan-National Airport to Chicago in the last 72 hours was $159 (round-trip), much lower than the average airfare cost of $329 for Southwest flights on this route.

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

    United Airlines (7.4/10 from 8,944 reviews) operates around 58 flights from Washington, D.C. Reagan-National Airport to Chicago in any given week. The average United Airlines airfare for this route is around $344, with deals from around $188 rare but found on momondo. Referenced prices are for round-trip Washington, D.C. Reagan-National Airport to Chicago flight searches in the last 72 hours.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Washington, D.C. to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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 provides multiple filters to help you find the best flight to Chicago from Washington, D.C.. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Chicago from Washington, D.C. are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago