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Cheap flights from Chicago Midway Airport to District of Columbia from $75

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to District of Columbia departing on 12/8. 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 Chicago Midway Airport to District of Columbia

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:14 am - 4:37 pmMDW-IAD
9h 23m1 stop
Frontier Logo
5:37 pm - 10:12 pmIAD-MDW
5h 35m1 stop
$146Frontier
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Tue, Dec 23 - Tue, Dec 30
Frontier Logo
6:12 am - 6:16 pmMDW-IAD
11h 04m1 stop
Frontier Logo
5:37 pm - 10:12 pmIAD-MDW
5h 35m1 stop
$147Frontier
Find Deal
Thu, Dec 18 - Tue, Dec 23
Frontier Logo
12:30 pm - 9:59 pmMDW-DCA
8h 29m1 stop
Frontier Logo
8:15 am - 11:30 amDCA-MDW
28h 15m1 stop
$150Frontier
Find Deal
Mon, Nov 10 - Wed, Nov 12
Frontier Logo
1:56 pm - 8:20 pmMDW-IAD
5h 24m1 stop
Frontier Logo
8:36 pm - 9:12 amIAD-MDW
13h 36m1 stop
$150Frontier
Find Deal
Tue, Nov 11 - Sat, Nov 15
Multiple Airlines Logo
1:56 pm - 8:20 pmMDW-IAD
5h 24m1 stop
Multiple Airlines Logo
3:00 pm - 6:46 pmIAD-MDW
4h 46m1 stop
$160Multiple Airlines
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Wed, Nov 19 - Fri, Nov 21
Multiple Airlines Logo
8:42 pm - 8:24 pmMDW-IAD
22h 42m2 stops
Multiple Airlines Logo
5:26 pm - 10:12 pmIAD-MDW
5h 46m1 stop
$161Multiple Airlines
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Fri, Dec 5 - Sun, Dec 7
Southwest Logo
3:30 pm - 6:15 pmMDW-DCA
1h 45mnonstop
Southwest Logo
8:45 pm - 9:55 pmDCA-MDW
2h 10mnonstop
$237Southwest
Find Deal
Mon, Dec 15 - Wed, Dec 17
Southwest Logo
10:05 am - 1:00 pmMDW-DCA
1h 55mnonstop
Southwest Logo
11:35 am - 12:40 pmDCA-MDW
2h 05mnonstop
$238Southwest
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Thu, Nov 27 - Thu, Dec 4
Delta Logo
1:15 pm - 6:59 pmMDW-DCA
4h 44m1 stop
Delta Logo
9:36 am - 12:34 pmDCA-MDW
3h 58m1 stop
$257Delta
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Tue, Nov 18 - Mon, Dec 15
Delta Logo
12:50 pm - 6:21 pmMDW-IAD
4h 31m1 stop
Delta Logo
10:08 am - 4:18 pmIAD-MDW
7h 10m1 stop
$257Delta
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Mon, Dec 8 - Thu, Dec 11

Frontier flights from Chicago Midway Airport to District of Columbia

Our best Frontier deals on Chicago Midway Airport to District of Columbia flight tickets
Frontier
Dec 23
MDW6:14 amChicago Midway
9h 23m
1 stop
IAD4:37 pmWashington, D.C. Dulles Intl
Dec 30
IAD5:37 pmWashington, D.C. Dulles Intl
5h 35m
1 stop
MDW10:12 pmChicago Midway
$146
Find similar
Frontier
Dec 18
MDW6:12 amChicago Midway
11h 04m
1 stop
IAD6:16 pmWashington, D.C. Dulles Intl
Dec 23
IAD5:37 pmWashington, D.C. Dulles Intl
5h 35m
1 stop
MDW10:12 pmChicago Midway
$147
Find similar
Frontier
Nov 11
MDW1:56 pmChicago Midway
5h 24m
1 stop
IAD8:20 pmWashington, D.C. Dulles Intl
Nov 15
IAD8:36 pmWashington, D.C. Dulles Intl
13h 36m
1 stop
MDW9:12 amChicago Midway
$150
Find similar

Delta flights from Chicago Midway Airport to District of Columbia

Our best Delta deals on Chicago Midway Airport to District of Columbia flight tickets
Delta
Dec 8
MDW12:50 pmChicago Midway
4h 31m
1 stop
IAD6:21 pmWashington, D.C. Dulles Intl
Dec 11
IAD10:08 amWashington, D.C. Dulles Intl
7h 10m
1 stop
MDW4:18 pmChicago Midway
$257
Find similar
Delta
Nov 27
MDW10:47 amChicago Midway
6h 39m
1 stop
IAD6:26 pmWashington, D.C. Dulles Intl
Dec 3
IAD6:00 amWashington, D.C. Dulles Intl
6h 55m
1 stop
MDW11:55 amChicago Midway
$258
Find similar
Delta
Nov 19
MDW1:15 pmChicago Midway
4h 44m
1 stop
DCA6:59 pmWashington, D.C. Reagan-National
Dec 3
DCA6:02 amWashington, D.C. Reagan-National
3h 52m
1 stop
MDW8:54 amChicago Midway
$273
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to District of Columbia 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 October 30, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to District of Columbia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 12/23

6:14 am-4:37 pm

1 stop9h 23m

Washington, D.C. Dulles Intl

Tue 12/30

5:37 pm-10:12 pm

1 stop5h 35m

$146

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 12/18

6:12 am-6:16 pm

1 stop11h 04m

Washington, D.C. Dulles Intl

Tue 12/23

5:37 pm-10:12 pm

1 stop5h 35m

$147

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 11/10

12:30 pm-9:59 pm

1 stop8h 29m

Washington, D.C. Reagan-National

Wed 11/12

8:15 am-11:30 am

1 stop28h 15m

$150

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 11/11

1:56 pm-8:20 pm

1 stop5h 24m

Washington, D.C. Dulles Intl

Sat 11/15

8:36 pm-9:12 am

1 stop13h 36m

$150

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 11/19

1:56 pm-8:20 pm

1 stop5h 24m

Washington, D.C. Dulles Intl

Fri 11/21

3:00 pm-6:46 pm

1 stop4h 46m

$160

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 12/5

8:42 pm-8:24 pm

2 stops22h 42m

Washington, D.C. Dulles Intl

Sun 12/7

5:26 pm-10:12 pm

1 stop5h 46m

$161

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 12/15

3:30 pm-6:15 pm

Nonstop1h 45m

Washington, D.C. Reagan-National

Wed 12/17

8:45 pm-9:55 pm

Nonstop2h 10m

$237

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 11/27

10:05 am-1:00 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

Thu 12/4

11:35 am-12:40 pm

Nonstop2h 05m

$238

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 11/18

1:15 pm-6:59 pm

1 stop4h 44m

Washington, D.C. Reagan-National

Mon 12/15

9:36 am-12:34 pm

1 stop3h 58m

$257

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 12/8

12:50 pm-6:21 pm

1 stop4h 31m

Washington, D.C. Dulles Intl

Thu 12/11

10:08 am-4:18 pm

1 stop7h 10m

$257

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 District of Columbia from

How to get the cheapest flight ticket from Chicago Midway Airport to District of Columbia

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 District of Columbia?

In general, September is the cheapest month to fly from Chicago Midway Airport to District of Columbia. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $154. If you don’t want to visit District of Columbia in September, then you should wait until January to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $192.

What is the cheapest day to depart on your flight to District of Columbia?

The cheapest day to depart on your flight to District of Columbia is on a Wednesday when prices can be found for as low as $251. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $372.

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

Flying to District of Columbia from Chicago Midway Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $281 when looking at flights departing in the afternoon. Flights to District of Columbia are more costly at noon, with an average ticket price of $306. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

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

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

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

There is only 1 cabin class available to choose from on Chicago Midway to District of Columbia 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 Chicago Midway Airport to District of Columbia flights?

You could potentially save up to 45% on your flight if you consider stops on a Chicago Midway Airport to District of Columbia flight.

Cheap Chicago Midway Airport to District of Columbia flight deals and tips

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

Best Price Found

$158

Fastest flight time

1h 45m

Direct flights

Every day

Airports in District of Columbia

1 airport
The best one-way flight to District of Columbia from Chicago Midway Airport in the past 72 hours is $158. The best round-trip flight deal from Chicago Midway Airport to District of Columbia found on momondo in the last 72 hours is $263.
The fastest flight from Chicago Midway Airport to District of Columbia takes 1h 45m
Direct flights go from Chicago Midway Airport to District of Columbia every day.
There is 1 airport near District of Columbia: Washington, D.C. Reagan-National (DCA)
Search flight deals

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

    Prices for flights from Chicago Midway Airport to District of Columbia refresh daily.

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

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

    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 Chicago Midway Airport to District of Columbia.

  • What documentation or ID do you need to fly to District of Columbia?

    The required travel and health documents for your District of Columbia trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at District of Columbia. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to District of Columbia?

Best airlines flying from Chicago Midway Airport to District of Columbia

Compare and see reviews for airlines that fly from Chicago Midway Airport to District of Columbia with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $78Free CancellationRating
5.8
3,123 reviews
Search Frontier flights
SouthwestPriceFrom $159Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
DeltaPriceFrom $186Free CancellationRating
7.9
7,993 reviews
Search Delta flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to District of Columbia from Chicago.

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

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

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

Once all potential Chicago to District of Columbia flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Chicago to District of Columbia 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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