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Cheap flights from Chicago Midway Airport to District of Columbia from $72

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 3/7. 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
6:25 am - 4:43 pm
MDW
-
IAD
9h 18m
1 stop
Frontier Logo
11:41 am - 10:29 pm
IAD
-
MDW
11h 48m
1 stop
$148Frontier
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
2:20 pm - 12:36 am
MDW
-
IAD
9h 16m
1 stop
Frontier Logo
9:51 am - 7:31 pm
IAD
-
MDW
10h 40m
1 stop
$160Frontier
Thu, Apr 16 - Mon, Apr 20
Frontier Logo
6:05 am - 12:21 am
MDW
-
IAD
17h 16m
1 stop
Frontier Logo
5:05 am - 10:09 pm
IAD
-
MDW
18h 04m
1 stop
$161Frontier
Wed, Mar 18 - Sat, Mar 21
Frontier Logo
7:30 am - 4:43 pm
MDW
-
IAD
8h 13m
1 stop
Frontier Logo
6:20 am - 10:19 pm
IAD
-
MDW
16h 59m
1 stop
$162Frontier
Thu, Mar 5 - Mon, Mar 9
Frontier Logo
9:04 pm - 10:40 am
MDW
-
IAD
12h 36m
1 stop
Frontier Logo
11:22 am - 4:16 pm
IAD
-
MDW
5h 54m
1 stop
$163Frontier
Sun, Mar 1 - Thu, Mar 5
Frontier Logo
5:16 pm - 7:24 am
MDW
-
IAD
13h 08m
2 stops
Frontier Logo
6:25 am - 10:19 pm
IAD
-
MDW
16h 54m
1 stop
$169Frontier
Thu, Mar 5 - Sun, Mar 8
Frontier Logo
6:00 am - 4:08 pm
MDW
-
IAD
9h 08m
1 stop
Frontier Logo
8:09 am - 8:53 pm
IAD
-
MDW
13h 44m
1 stop
$173Frontier
Mon, Mar 2 - Mon, Mar 9
Frontier Logo
6:48 pm - 9:34 am
MDW
-
IAD
13h 46m
1 stop
Frontier Logo
11:41 am - 10:29 pm
IAD
-
MDW
11h 48m
1 stop
$174Frontier
Fri, Feb 20 - Mon, Feb 23
Southwest Logo
5:55 pm - 8:45 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
6:15 am - 7:25 am
DCA
-
MDW
2h 10mnonstop
$195Southwest
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
6:25 am - 9:20 am
MDW
-
DCA
1h 55mnonstop
Southwest Logo
11:15 am - 12:25 pm
DCA
-
MDW
2h 10mnonstop
$214Southwest
Sat, Feb 28 - Tue, Mar 3

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
Feb 26
MDW6:25 amChicago Midway
9h 18m
1 stop
IAD4:43 pmWashington, D.C. Dulles Intl
Mar 2
IAD11:41 amWashington, D.C. Dulles Intl
11h 48m
1 stop
MDW10:29 pmChicago Midway
$148
Frontier
Apr 16
MDW2:20 pmChicago Midway
9h 16m
1 stop
IAD12:36 amWashington, D.C. Dulles Intl
Apr 20
IAD9:51 amWashington, D.C. Dulles Intl
10h 40m
1 stop
MDW7:31 pmChicago Midway
$160
Frontier
Mar 18
MDW6:05 amChicago Midway
17h 16m
1 stop
IAD12:21 amWashington, D.C. Dulles Intl
Mar 21
IAD5:05 amWashington, D.C. Dulles Intl
18h 04m
1 stop
MDW10:09 pmChicago Midway
$161

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
Feb 28
MDW11:06 amChicago Midway
7h 14m
1 stop
IAD7:20 pmWashington, D.C. Dulles Intl
Mar 4
IAD6:00 amWashington, D.C. Dulles Intl
3h 54m
1 stop
MDW8:54 amChicago Midway
$251
Delta
Mar 13
MDW6:07 pmChicago Midway
4h 32m
1 stop
DCA11:39 pmWashington, D.C. Reagan-National
Apr 28
DCA12:25 pmWashington, D.C. Reagan-National
5h 00m
1 stop
MDW4:25 pmChicago Midway
$263
Delta
Apr 7
MDW6:34 pmChicago Midway
3h 17m
1 stop
DCA10:51 pmWashington, D.C. Reagan-National
Apr 11
DCA12:00 pmWashington, D.C. Reagan-National
7h 40m
1 stop
MDW6:40 pmChicago Midway
$265

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 February 3, 2026.
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

Thu 2/26

6:25 am-4:43 pm

1 stop9h 18m

Washington, D.C. Dulles Intl

Mon 3/2

11:41 am-10:29 pm

1 stop11h 48m

$148

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 4/16

2:20 pm-12:36 am

1 stop9h 16m

Washington, D.C. Dulles Intl

Mon 4/20

9:51 am-7:31 pm

1 stop10h 40m

$160

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 3/18

6:05 am-12:21 am

1 stop17h 16m

Washington, D.C. Dulles Intl

Sat 3/21

5:05 am-10:09 pm

1 stop18h 04m

$161

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 3/5

7:30 am-4:43 pm

1 stop8h 13m

Washington, D.C. Dulles Intl

Mon 3/9

6:20 am-10:19 pm

1 stop16h 59m

$162

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sun 3/1

9:04 pm-10:40 am

1 stop12h 36m

Washington, D.C. Dulles Intl

Thu 3/5

11:22 am-4:16 pm

1 stop5h 54m

$163

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 3/5

5:16 pm-7:24 am

2 stops13h 08m

Washington, D.C. Dulles Intl

Sun 3/8

6:25 am-10:19 pm

1 stop16h 54m

$169

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 3/2

6:00 am-4:08 pm

1 stop9h 08m

Washington, D.C. Dulles Intl

Mon 3/9

8:09 am-8:53 pm

1 stop13h 44m

$173

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 2/20

6:48 pm-9:34 am

1 stop13h 46m

Washington, D.C. Dulles Intl

Mon 2/23

11:41 am-10:29 pm

1 stop11h 48m

$174

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 2/14

5:55 pm-8:45 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Sat 2/21

6:15 am-7:25 am

Nonstop2h 10m

$195

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 2/28

6:25 am-9:20 am

Nonstop1h 55m

Washington, D.C. Reagan-National

Tue 3/3

11:15 am-12:25 pm

Nonstop2h 10m

$214

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 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 $259. 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 $369.

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 $283 when looking at flights departing in the afternoon. Flights to District of Columbia are more costly in the evening, with an average ticket price of $300. Departure times in the evening 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 Washington, D.C. Reagan-National 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 7% 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

$144

Fastest flight time

1h 45m

Direct flights

Every day

Airports in District of Columbia

2 airports
The best one-way flight to District of Columbia from Chicago Midway Airport in the past 72 hours is $144. The best round-trip flight deal from Chicago Midway Airport to District of Columbia found on momondo in the last 72 hours is $269.
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 are 2 airports in District of Columbia. From Chicago Midway Airport there are direct flights to 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 $90Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
SouthwestPriceFrom $159Free CancellationRating
8.0
4,272 reviews
Search Southwest 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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