What are the cheapest airlines to fly from Washington, D.C. to Chicago Midway Airport one-way?

The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $73. However, be on the lookout for offers from Southwest and Allegiant Air, as they are both options that can get you from Washington, D.C. to Chicago Midway Airport for a low price.

What are the most popular routes from Washington, D.C. to Chicago Midway Airport?

When deciding which route to take from Washington, D.C. to Chicago Midway Airport consider Washington, D.C. Dulles Intl - Chicago Midway, Baltimore/Washington - Chicago Midway or Washington, D.C. Reagan-National - Chicago Midway as they are the most popular.

What are the cheapest flights from Washington, D.C. to Chicago Midway Airport?

While on average a flight from Washington, D.C. to Chicago Midway Airport is generally $185, our data shows the cheapest flight currently is $44. When looking at the most popular route, (Washington, D.C. Dulles Intl - Chicago Midway), you can expect to pay $197 for that flight.

What are the most popular airlines that fly from Washington, D.C. to Chicago Midway Airport?

The most popular airlines flying from Washington, D.C. to Chicago Midway Airport are Delta, Frontier and Southwest. Something to consider prior to booking your flight.

What is the cheapest day to fly round-trip from Washington, D.C. to Chicago Midway Airport?

Flights from Washington, D.C. to Chicago Midway Airport are found to be more expensive on Sunday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago Midway Airport.

What is the cheapest month to fly from Washington, D.C. to Chicago Midway Airport?

Our data shows that September tends to be the cheapest month to fly to Chicago Midway Airport from Washington, D.C.. Users have commonly found prices around $252 for the month, but tickets can be as low as $68. Due to multiple factors, prepare for potentially higher prices in April.

Can I find deals for flights from Washington, D.C. to Midway that include hotel bookings?

Yes. In addition to deals on Washington, D.C. to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Washington, D.C. to Midway?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Washington, D.C. to Midway.

Can I find deals for business class flights from Washington, D.C. to Midway?

Yes. Cheapflights offers flight deals from Washington, D.C. to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$73+ Flights from Washington, D.C. to Chicago Midway Airport

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Cheapflights Tip: The best prices from Washington, D.C. to Chicago Midway are usually found in February or September, booked 62 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap flight deals from Washington, D.C. to Midway

Round-trip from	$122 (Cheapflightsfares)
One-way from	$73 (FlightHub)
Popular in	December
Cheapest in	February
Average price	$254
Good round-trip deal	$154 or less
Good one-way deal	$79 or less

From Washington, D.C. (WAS) to Chicago Midway

Search Deals

One-way flight from Washington, D.C. (WAS) to Chicago Midway

Search Deals

Highest demand for flights based on searches. 10% potential increase in price ($31 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).

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Average for round-trip flights in June 2025

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Price to beat on a round-trip flight from Washington, D.C. (WAS) to Chicago Midway.

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Price to beat on a one-way flight from Washington, D.C. (WAS) to Chicago Midway.

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Find flight deals from Washington, D.C. to Midway

Cheapest flights from Washington, D.C. to Midway
Explore the most affordable flight options available from Washington, D.C. to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Wed 8/66:31 pmBWI - MDW

Nonstop2h 05mFrontier

Mon 8/1112:50 pmMDW - BWI

Nonstop1h 56mFrontier

Deal found 6/12

$122

Wed 8/136:40 amBWI - MDW

Nonstop2h 00mSouthwest

Wed 8/1311:45 amMDW - BWI

Nonstop1h 50mSouthwest

Deal found 6/10

$139

Mon 10/276:00 amDCA - MDW

Nonstop2h 00mSouthwest

Tue 10/287:40 amMDW - DCA

1 stop4h 10mSouthwest

Deal found 6/11

$163

Tue 6/176:10 amIAD - MDW

1 stop5h 31mFrontier

Wed 6/1811:39 amMDW - IAD

1 stop11h 25mFrontier

Deal found 6/10

$186

Wed 8/136:00 amIAD - MDW

1 stop3h 35mDelta

Mon 8/1812:43 pmMDW - IAD

1 stop4h 52mDelta

Deal found 6/10

$197

Tue 8/510:19 amDCA - MDW

1 stop6h 51mDelta

Mon 8/1112:43 pmMDW - DCA

1 stop7h 03mDelta

Deal found 6/9

$197

Fri 9/126:10 pmBWI - MDW

1 stop4h 34mDelta

Tue 9/169:30 amMDW - BWI

1 stop5h 22mDelta

Deal found 6/10

$207

Sun 6/293:58 pmIAD - MDW

1 stop16h 17mAllegiant Air

Fri 7/49:12 amMDW - IAD

1 stop27h 43mAllegiant Air

Deal found 6/10

$251

Sat 6/281:00 pmDCA - MDW

1 stop8h 53mFrontier

Mon 6/3012:35 pmMDW - DCA

1 stop8h 24mFrontier

Deal found 6/12

$328

Best flights from Washington, D.C. to Midway
Discover carefully curated flight deals from Washington, D.C. to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2025.

Wed 8/66:31 pmBWI - MDW

Nonstop2h 05mFrontier

Mon 8/1112:50 pmMDW - BWI

Nonstop1h 56mFrontier

Deal found 6/12

$122

Wed 8/136:40 amBWI - MDW

Nonstop2h 00mSouthwest

Wed 8/1311:45 amMDW - BWI

Nonstop1h 50mSouthwest

Deal found 6/10

$139

Wed 8/139:50 amIAD - MDW

1 stop3h 38mDelta

Tue 8/199:31 amMDW - IAD

1 stop6h 00mDelta

Deal found 6/10

$197

Sun 6/293:58 pmIAD - MDW

1 stop16h 17mAllegiant Air

Fri 7/49:12 amMDW - IAD

1 stop27h 43mAllegiant Air

Deal found 6/10

$251

Mon 8/119:05 amDCA - MDW

Nonstop2h 00mSouthwest

Tue 8/128:40 amMDW - DCA

1 stop6h 05mSouthwest

Deal found 6/10

$167

Tue 6/176:10 amIAD - MDW

1 stop5h 31mFrontier

Wed 6/1811:39 amMDW - IAD

1 stop11h 25mFrontier

Deal found 6/10

$186

Sat 7/196:00 amBWI - MDW

1 stop3h 44mDelta

Tue 7/229:25 amMDW - BWI

1 stop6h 16mDelta

Deal found 6/11

$197

Tue 8/510:19 amDCA - MDW

1 stop6h 51mDelta

Mon 8/1112:43 pmMDW - DCA

1 stop7h 03mDelta

Deal found 6/9

$197

Last-minute flights from Washington, D.C. to Midway
Discover last-minute flight deals from Washington, D.C. to Midway. Data last updated June 12, 2025 and is based on user searches.

Tue 6/176:10 amIAD - MDW

1 stop5h 31mFrontier

Wed 6/1811:39 amMDW - IAD

1 stop11h 25mFrontier

Deal found 6/10

$186

Tue 6/178:00 amBWI - MDW

1 stop4h 59mDelta

Tue 6/246:20 pmMDW - BWI

1 stop3h 59mDelta

Deal found 6/9

$313

Wed 6/186:26 pmBWI - MDW

Nonstop2h 04mFrontier

Mon 6/3012:50 pmMDW - BWI

Nonstop1h 57mFrontier

Deal found 6/9

$187

Wed 6/185:30 pmBWI - MDW

1 stop4h 00mSouthwest

Mon 6/309:45 pmMDW - BWI

Nonstop1h 50mSouthwest

Deal found 6/9

$248

Thu 6/193:58 pmIAD - MDW

1 stop16h 17mMultiple Airlines

Mon 6/238:05 amMDW - IAD

3 stops26h 21mMultiple Airlines

Deal found 6/12

$696

Sat 6/211:00 pmDCA - MDW

1 stop8h 53mFrontier

Mon 6/2312:35 pmMDW - DCA

1 stop8h 24mFrontier

Deal found 6/10

$417

Sun 6/223:58 pmIAD - MDW

1 stop16h 17mAllegiant Air

Sun 7/611:37 amMDW - IAD

2 stops25h 46mAllegiant Air

Deal found 6/10

$345

Sun 6/229:05 amDCA - MDW

Nonstop2h 15mSouthwest

Thu 7/312:25 pmMDW - DCA

Nonstop1h 50mSouthwest

Deal found 6/10

$414

Sun 6/226:05 amDCA - MDW

1 stop3h 36mDelta

Wed 7/26:20 pmMDW - DCA

1 stop3h 37mDelta

Deal found 6/10

$419

Sun 6/226:00 amIAD - MDW

1 stop3h 41mDelta

Sat 7/56:20 pmMDW - IAD

1 stop3h 35mDelta

Deal found 6/10

$469

Sun 6/225:45 amBWI - MDW

2 stops26h 30mMultiple Airlines

Mon 6/232:53 pmMDW - BWI

3 stops40h 28mMultiple Airlines

Deal found 6/10

$504

Tue 6/246:00 amBWI - MDW

1 stop3h 41mDelta

Tue 7/226:20 pmMDW - BWI

1 stop3h 58mDelta

Deal found 6/10

$243

One-way flights from Washington, D.C. to Midway
Search for one-way flight options from Washington, D.C. to Midway. Find affordable one-way fares based on user searches. Data last updated June 12, 2025.

Mon 7/144:32 pmBWI - MDW

Nonstop2h 04mFrontier

Deal found 6/12

$73

Tue 7/156:30 amBWI - MDW

Nonstop2h 05mSouthwest

Deal found 6/9

$79

Sun 7/203:53 pmIAD - MDW

1 stop16h 20mAllegiant Air

Deal found 6/11

$88

Tue 6/176:10 amIAD - MDW

1 stop5h 31mFrontier

Deal found 6/9

$89

Mon 8/116:00 amDCA - MDW

1 stop5h 00mSouthwest

Deal found 6/10

$89

Wed 8/209:50 amIAD - MDW

1 stop3h 38mDelta

Deal found 6/11

$99

Wed 8/276:00 amDCA - MDW

1 stop3h 35mDelta

Deal found 6/10

$99

Tue 7/16:00 amBWI - MDW

1 stop3h 41mDelta

Deal found 6/10

$109

Sun 8/37:10 amBWI - MDW

2 stops25h 03mMultiple Airlines

Deal found 6/10

$139

Sun 7/131:00 pmDCA - MDW

1 stop8h 54mFrontier

Deal found 6/12

$176

Sat 7/128:25 amIAD - MDW

3 stops27h 22mMultiple Airlines

Deal found 6/11

$227

Cheapflights Fare Finder

Use the filters below to find and compare flights from Washington, D.C. to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 8/6

6:31 pm-7:36 pm

Nonstop2h 05m

Chicago Midway

Mon 8/11

12:50 pm-3:46 pm

Nonstop1h 56m

$122

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 8/13

6:40 am-7:40 am

Nonstop2h 00m

Chicago Midway

Wed 8/13

11:45 am-2:35 pm

Nonstop1h 50m

$139

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Thu 8/14

9:00 pm-10:00 pm

Nonstop2h 00m

Chicago Midway

Tue 8/19

9:55 am-2:25 pm

1 stop3h 30m

$167

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 8/27

9:30 am-2:01 pm

1 stop5h 31m

Chicago Midway

Sat 8/30

10:51 am-8:48 pm

1 stop8h 57m

$186

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 8/13

9:50 am-12:28 pm

1 stop3h 38m

Chicago Midway

Tue 8/19

9:31 am-4:31 pm

1 stop6h 00m

$197

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Tue 8/5

9:39 am-12:29 pm

1 stop3h 50m

Chicago Midway

Tue 8/5

6:20 pm-10:59 pm

1 stop3h 39m

$197

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Tue 6/24

6:00 am-8:41 am

1 stop3h 41m

Chicago Midway

Sat 7/26

4:22 pm-10:51 pm

1 stop5h 29m

$243

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Sun 6/29

3:58 pm-7:15 am

1 stop16h 17m

Chicago Midway

Fri 7/4

9:12 am-1:55 pm

1 stop27h 43m

$251

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Sat 6/28

1:00 pm-8:53 pm

1 stop8h 53m

Chicago Midway

Mon 6/30

12:35 pm-9:59 pm

1 stop8h 24m

$328

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 7/2

6:26 pm-7:30 pm

Nonstop2h 04m

$73

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 20 results

The best insider tips for Washington, D.C. to Chicago Midway Airport flights

Cheapflights partnered with top experts to bring you the best recommendations for your Washington, D.C. to Chicago Midway Airport trip

Airports

DCA

For a stress-free departure, use DCA's dedicated Metro stop on the Yellow and Blue lines, offering a clean and affordable transit option.

MDW

Upon arrival at MDW, the Orange Line offers a direct, affordable route to downtown Chicago in under 30 minutes.

Our travel experts

Ramsey Qubein

Expert on MDW

Emily Zemler

Expert on DCA

Best time to book a flight from Washington, D.C. to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Washington, D.C. with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. to Chicago Midway Airport

How far ahead should I book a flight from Washington, D.C. to Chicago Midway Airport?

The price you pay for your flight from Washington, D.C. to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 62 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Washington, D.C. to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Washington, D.C. to Chicago Midway Airport (average of $160). Flying from Washington, D.C. to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from WAS to MDW?

It’s optimal to fly from Washington, D.C. to Chicago Midway Airport in the evening. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Washington, D.C. to Chicago Midway Airport?

Travelers seeking maximum savings on their Washington, D.C. to Chicago Midway Airport flight should consider departing on Saturday afternoons when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Midway by month

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

To help decide which airline to fly from Washington, D.C. to Chicago, see what other customers have to say about Southwest, Delta and Allegiant Air. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Southwest

8.0

Very good

4,287 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Delta

8.0

Very good

7,950 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Allegiant Air

7.3

Good

725 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Frontier

5.9

Fair

3,295 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

What are the cheapest airlines flying from Washington, D.C. to Chicago Midway Airport round-trip?
According to our current data, Frontier ($122), Southwest ($139), and Delta ($197) offers the cheapest pricing from Washington, D.C. to Chicago Midway Airport. Users have found that Frontier is 52% cheaper than the other options available to this destination.
What are the cheapest airlines to fly from Washington, D.C. to Chicago Midway Airport one-way?
The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $73. However, be on the lookout for offers from Southwest and Allegiant Air, as they are both options that can get you from Washington, D.C. to Chicago Midway Airport for a low price.
What are the most popular routes from Washington, D.C. to Chicago Midway Airport?
When deciding which route to take from Washington, D.C. to Chicago Midway Airport consider Washington, D.C. Dulles Intl - Chicago Midway, Baltimore/Washington - Chicago Midway or Washington, D.C. Reagan-National - Chicago Midway as they are the most popular.
What are the cheapest flights from Washington, D.C. to Chicago Midway Airport?
While on average a flight from Washington, D.C. to Chicago Midway Airport is generally $185, our data shows the cheapest flight currently is $44. When looking at the most popular route, (Washington, D.C. Dulles Intl - Chicago Midway), you can expect to pay $197 for that flight.
Can I find deals for flights from Washington, D.C. to Midway that include hotel bookings?
Yes. In addition to deals on Washington, D.C. to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Washington, D.C. to Midway?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Washington, D.C. to Midway.
Can I find deals for business class flights from Washington, D.C. to Midway?
Yes. Cheapflights offers flight deals from Washington, D.C. to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Washington, D.C. to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Washington, D.C. to Chicago Midway Airport (average of $160). Flying from Washington, D.C. to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Valparaiso

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Top 4 airlines flying from Washington, D.C. to Midway

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$58	Average$193	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$98	Average$300	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$161	Average$351	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$171	Average$303	FlexibilityNo cancel fee	On-time63%

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$73+ Cheap flights from Washington, D.C. (WAS) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/2. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Washington, D.C. to Midway with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Washington, D.C. to Chicago Midway are usually found in February or September, booked 62 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap flight deals from Washington, D.C. to Midway

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Washington, D.C. to Midway

Cheapest flights from Washington, D.C. to MidwayExplore the most affordable flight options available from Washington, D.C. to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Explore the most affordable flight options available from Washington, D.C. to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Washington, D.C. to Chicago Midway Airport that are best for you.

The best insider tips for Washington, D.C. to Chicago Midway Airport flights

Cheapflights partnered with top experts to bring you the best recommendations for your Washington, D.C. to Chicago Midway Airport trip

Airports

DCA

MDW

Our travel experts

Best time to book a flight from Washington, D.C. to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Washington, D.C. with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. to Chicago Midway Airport

How far ahead should I book a flight from Washington, D.C. to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Washington, D.C. to Midway. Price data was last updated on June 9, 2025.

What is the cheapest month to book a flight from Washington, D.C. to Chicago Midway Airport?

What is the cheapest time of day to fly from WAS to MDW?

Find hourly flight availability from Washington, D.C. to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

What is the cheapest day to fly from Washington, D.C. to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Washington, D.C. to Midway. Price data was last updated on June 8, 2025.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 12, 2025.

Related info for your journey

Find useful and relevant information for your journey from Washington, D.C. to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines flying from Washington, D.C. to Chicago Midway Airport round-trip?

What are the cheapest airlines to fly from Washington, D.C. to Chicago Midway Airport one-way?

What are the most popular routes from Washington, D.C. to Chicago Midway Airport?

What are the cheapest flights from Washington, D.C. to Chicago Midway Airport?

Can I find deals for flights from Washington, D.C. to Midway that include hotel bookings?

How can I find direct flights from Washington, D.C. to Midway?

Can I find deals for business class flights from Washington, D.C. to Midway?

What is the cheapest month to book a flight from Washington, D.C. to Chicago Midway Airport?

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Alternative routes for Washington, D.C. to Midway

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Top 4 airlines flying from Washington, D.C. to Midway

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Cheapest flights from Washington, D.C. to Midway
Explore the most affordable flight options available from Washington, D.C. to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.