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Cheap flights from District of Columbia to Chicago from $58

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 1/15. 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 District of Columbia to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from District of Columbia 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 District of Columbia to Chicago.

Cheap last minute flights

Planning a quick getaway from District of Columbia 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 District of Columbia to Chicago

Find recent round-trip train or bus tickets from District of Columbia to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
1:17 pm - 5:57 pmIAD-MDW
5h 40m1 stop
8:45 am - 7:15 amMDW-IAD
21h 30m1 stop
$131Frontier
Find Deal
Wed, Jan 8 - Sun, Jan 12
1:20 pm - 5:18 pmIAD-MDW
4h 58m1 stop
6:50 am - 4:28 pmMDW-IAD
8h 38m1 stop
$132Frontier
Find Deal
Thu, Dec 12 - Wed, Dec 18
10:45 am - 5:59 pmDCA-ORD
8h 14m1 stop
9:05 am - 4:00 pmORD-DCA
5h 55m1 stop
$180JetBlue
Find Deal
Fri, Jan 10 - Mon, Jan 13
10:45 am - 5:59 pmDCA-ORD
8h 14m1 stop
9:05 am - 6:59 pmORD-DCA
8h 54m1 stop
$182JetBlue
Find Deal
Thu, Jan 9 - Thu, Jan 16
7:29 am - 11:27 amDCA-ORD
4h 58m1 stop
1:20 pm - 4:14 pmORD-DCA
1h 54mnonstop
$216American Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 8
6:05 am - 7:15 amDCA-MDW
2h 10mnonstop
9:15 am - 12:00 pmMDW-DCA
1h 45mnonstop
$225Southwest
Find Deal
Sat, Jan 11 - Sat, Jan 11
6:30 am - 7:48 amDCA-ORD
2h 18mnonstop
12:45 pm - 3:34 pmORD-DCA
1h 49mnonstop
$229United Airlines
Find Deal
Fri, Jan 17 - Mon, Jan 20
10:09 pm - 11:15 pmIAD-ORD
2h 06mnonstop
8:50 am - 11:48 amORD-IAD
1h 58mnonstop
$229United Airlines
Find Deal
Wed, Jan 8 - Tue, Jan 14
8:45 pm - 10:04 pmDCA-ORD
2h 19mnonstop
1:20 pm - 4:14 pmORD-DCA
1h 54mnonstop
$230American Airlines
Find Deal
Sun, Jan 19 - Tue, Jan 21
6:55 am - 8:10 amDCA-MDW
2h 15mnonstop
11:25 am - 2:10 pmMDW-DCA
1h 45mnonstop
$230Southwest
Find Deal
Fri, Jan 17 - Mon, Jan 20
1:17 pm - 5:57 pmIAD-MDW
5h 40m1 stop
$58Frontier
Find Deal
Wed, Jan 15
2:59 pm - 10:30 pmIAD-ORD
8h 31m1 stop
$63Frontier
Find Deal
Sat, Feb 15
1:00 pm - 5:59 pmDCA-ORD
5h 59m1 stop
$91JetBlue
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Sat, Jan 25
2:44 pm - 4:09 pmDCA-ORD
2h 25mnonstop
$114American Airlines
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Mon, Dec 16
7:52 am - 9:10 amDCA-ORD
2h 18mnonstop
$115United Airlines
Find Deal
Thu, Dec 19
10:20 pm - 11:25 pmIAD-ORD
2h 05mnonstop
$115United Airlines
Find Deal
Thu, Dec 26
6:55 am - 8:05 amDCA-MDW
2h 10mnonstop
$115Southwest
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Thu, Dec 26
12:30 pm - 5:20 pmDCA-ORD
5h 50m1 stop
$128JetBlue
Find Deal
Mon, May 19
6:59 am - 8:15 amDCA-ORD
2h 16mnonstop
$135American Airlines
Find Deal
Sun, Apr 27
6:55 am - 8:10 amDCA-MDW
2h 15mnonstop
$149Southwest
Find Deal
Mon, Feb 17
6:00 pm - 1:10 pmDCA-MDW
20h 10m1 stop
8:15 am - 12:01 pmMDW-DCA
26h 46m1 stop
$314Frontier
Find Deal
Thu, Nov 28 - Wed, Dec 4
9:44 am - 10:58 amDCA-ORD
2h 14mnonstop
1:29 pm - 5:49 pmORD-DCA
3h 20m1 stop
$393American Airlines
Find Deal
Fri, Nov 29 - Fri, Nov 29
7:00 am - 12:15 pmDCA-ORD
30h 15m1 stop
7:33 am - 4:59 pmORD-DCA
32h 26m2 stops
Thu, Nov 28 - Wed, Dec 4
7:00 am - 11:10 amDCA-MDW
29h 10m2 stops
8:15 am - 4:59 pmMDW-DCA
7h 44m1 stop
$412Frontier
Find Deal
Thu, Nov 28 - Wed, Dec 4
5:15 pm - 5:10 pmIAD-ORD
24h 55m1 stop
9:10 pm - 11:59 pmORD-IAD
1h 49mnonstop
$419United Airlines
Find Deal
Thu, Nov 28 - Fri, Nov 29
7:59 am - 1:23 pmDCA-ORD
6h 24m1 stop
8:50 am - 4:30 pmORD-DCA
6h 40m1 stop
$466JetBlue
Find Deal
Thu, Nov 28 - Wed, Dec 4
11:55 pm - 12:59 amIAD-ORD
2h 04mnonstop
9:05 pm - 11:59 pmORD-IAD
1h 54mnonstop
$488United Airlines
Find Deal
Sat, Nov 30 - Sat, Dec 21
12:33 pm - 5:55 pmIAD-ORD
6h 22m1 stop
9:20 am - 11:45 amORD-IAD
25h 25m1 stop
$530Sun Country Air
Find Deal
Tue, Nov 26 - Thu, Nov 28
4:15 pm - 10:42 pmDCA-ORD
7h 27m1 stop
7:15 am - 3:29 pmORD-DCA
7h 14m1 stop
$570JetBlue
Find Deal
Wed, Nov 27 - Thu, Nov 28
12:40 pm - 7:43 pmIAD-ORD
8h 03m1 stop
8:20 pm - 9:52 amORD-IAD
12h 32m1 stop
$718Sun Country Air
Find Deal
Fri, Nov 29 - Sat, Nov 30
6:05 am - 7:15 amDCA-MDW
2h 10mnonstop
9:15 am - 12:00 pmMDW-DCA
1h 45mnonstop
$225Southwest
Find Deal
Sat, Jan 11 - Sat, Jan 11
8:45 pm - 10:05 pmDCA-ORD
2h 20mnonstop
6:00 am - 8:55 amORD-DCA
1h 55mnonstop
$228American Airlines
Find Deal
Thu, Dec 26 - Wed, Jan 1
7:02 am - 8:20 amDCA-ORD
2h 18mnonstop
9:05 pm - 11:59 pmORD-DCA
1h 54mnonstop
$229United Airlines
Find Deal
Fri, Jan 17 - Fri, Jan 24
1:15 pm - 2:34 pmIAD-ORD
2h 19mnonstop
3:51 pm - 6:43 pmORD-IAD
1h 52mnonstop
$229United Airlines
Find Deal
Wed, Jan 8 - Sat, Jan 18
8:45 pm - 10:04 pmDCA-ORD
2h 19mnonstop
1:20 pm - 4:14 pmORD-DCA
1h 54mnonstop
$230American Airlines
Find Deal
Sun, Jan 19 - Tue, Jan 21
2:35 pm - 3:40 pmDCA-MDW
2h 05mnonstop
8:15 pm - 11:05 pmMDW-DCA
1h 50mnonstop
$230Southwest
Find Deal
Fri, Jan 17 - Tue, Jan 21
8:45 pm - 10:08 pmDCA-ORD
2h 23mnonstop
6:00 am - 8:55 amORD-DCA
1h 55mnonstop
$235American Airlines
Find Deal
Sun, Dec 15 - Thu, Dec 19
10:20 pm - 11:25 pmIAD-ORD
2h 05mnonstop
9:05 pm - 11:59 pmORD-IAD
1h 54mnonstop
$248United Airlines
Find Deal
Sun, Dec 29 - Wed, Jan 1
6:00 am - 7:16 amDCA-ORD
2h 16mnonstop
8:10 am - 11:00 amORD-DCA
1h 50mnonstop
$249American Airlines
Find Deal
Fri, May 2 - Sun, May 4
10:20 pm - 11:25 pmIAD-ORD
2h 05mnonstop
6:08 pm - 9:00 pmORD-IAD
1h 52mnonstop
$253United Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31

JetBlue flights from District of Columbia to Chicago

Our best JetBlue deals on District of Columbia to Chicago flight tickets
JetBlue
Jan 10
DCA10:45 amWashington, D.C. Reagan-National
8h 14m
1 stop
ORD5:59 pmChicago O'Hare Intl
Jan 13
ORD9:05 amChicago O'Hare Intl
5h 55m
1 stop
DCA4:00 pmWashington, D.C. Reagan-National
JetBlue
Jan 9
DCA10:45 amWashington, D.C. Reagan-National
8h 14m
1 stop
ORD5:59 pmChicago O'Hare Intl
Jan 16
ORD9:05 amChicago O'Hare Intl
8h 54m
1 stop
DCA6:59 pmWashington, D.C. Reagan-National
JetBlue
Jan 16
DCA10:45 amWashington, D.C. Reagan-National
8h 14m
1 stop
ORD5:59 pmChicago O'Hare Intl
Jan 19
ORD9:05 amChicago O'Hare Intl
7h 56m
1 stop
DCA6:01 pmWashington, D.C. Reagan-National

American Airlines flights from District of Columbia to Chicago

Our best American Airlines deals on District of Columbia to Chicago flight tickets
American Airlines
Jan 8
DCA7:29 amWashington, D.C. Reagan-National
4h 58m
1 stop
ORD11:27 amChicago O'Hare Intl
Jan 8
ORD1:20 pmChicago O'Hare Intl
1h 54m
DCA4:14 pmWashington, D.C. Reagan-National
American Airlines
Jan 19
DCA8:45 pmWashington, D.C. Reagan-National
2h 19m
ORD10:04 pmChicago O'Hare Intl
Jan 21
ORD1:20 pmChicago O'Hare Intl
1h 54m
DCA4:14 pmWashington, D.C. Reagan-National
American Airlines
Dec 15
DCA8:45 pmWashington, D.C. Reagan-National
2h 23m
ORD10:08 pmChicago O'Hare Intl
Dec 19
ORD6:00 amChicago O'Hare Intl
1h 55m
DCA8:55 amWashington, D.C. Reagan-National

See travel insights to Chicago from

How to get the cheapest flight ticket from District of Columbia 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 District of Columbia, with most prices found around $208. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from District of Columbia to Chicago during January average around $228.

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 $248. 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 District of Columbia to Chicago for around $304.

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 District of Columbia to Chicago during this time can be as low as $257. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $302.

What is the cheapest District of Columbia to Chicago flight route?

Fly from Baltimore/Washington to Chicago Midway for the best District of Columbia - Chicago flight prices

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

The best time to book a flight to Chicago from District of Columbia is 60 days out, which is when prices tend to be around $261. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $203.

What cabin class options are available on District of Columbia to Chicago flights?

There are 4 cabin classes available to choose from on District of Columbia to Chicago 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 District of Columbia to Chicago flights?

You could potentially save up to 49% on your flight if you consider stops on a District of Columbia to Chicago flight.

Cheap District of Columbia to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from District of Columbia to Chicago

Best Price Found

$58

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from District of Columbia in the past 72 hours is $58. The best round-trip flight deal from District of Columbia to Chicago found on momondo in the last 72 hours is $131.
The fastest flight from District of Columbia to Chicago takes 2h 00m
Direct flights go from District of Columbia to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • When did momondo last update prices for flights from District of Columbia to Chicago?

    Prices for flights from District of Columbia to Chicago are updated daily.

  • How many operators does momondo search for flights from District of Columbia to Chicago?

  • How old do you have to be to fly from District of Columbia to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from District of Columbia to Chicago.

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

    The necessary travel and health documents for your Chicago 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?


Best airlines flying from District of Columbia to Chicago

Compare and see reviews for airlines that fly from District of Columbia to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $58Free CancellationRating
6.1
3,527 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $101Free CancellationRating
6.3
8,175 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $137Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $153Free CancellationRating
7.4
9,165 reviews
Search United Airlines flights
SouthwestPriceFrom $157Free CancellationRating
8.1
4,990 reviews
Search Southwest flights
DeltaPriceFrom $175Free CancellationRating
8.0
8,735 reviews
Search Delta flights

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 enables you to select and highlight flights to Chicago from District of Columbia with this policy.

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?

Yes. momondo can track prices for District of Columbia 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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago