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$70+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
WAS — MDW
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
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The best prices from Washington, D.C. to Chicago Midway are usually found in April or September, booked 62 days in advance, depart on a Friday or Thursday and return on a Friday

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

Discover tips and strategies to find the most affordable flight options for your journey from Washington, D.C. (WAS) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$123
(Frontier)

One-way from

$70
(Frontier)

Popular in

March

Cheapest in

April

Average price

$315

Good round-trip deal

$166 or less

Good one-way deal

$150 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Chicago Midway flights.
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From Washington, D.C. (WAS) to Chicago Midway
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One-way flight from Washington, D.C. (WAS) to Chicago Midway
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High demand for flights, 8% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 22, 2025.

This Frontier deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/44:43 pmBWI - MDW
Nonstop2h 06mFrontier
Mon 4/71:03 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 1/22$123
This Southwest deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/112:35 pmBWI - MDW
Nonstop2h 05mSouthwest
Wed 4/26:35 pmMDW - BWI
Nonstop1h 45mSouthwest
Deal found 1/21$158
This Trip.com deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:00 pmDCA - MDW
1 stop7h 17mFrontier
Sun 3/96:40 amMDW - DCA
1 stop28h 23mFrontier
Deal found 1/22$175
This Southwest deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/206:00 pmDCA - MDW
Nonstop2h 10mSouthwest
Mon 2/245:45 pmMDW - DCA
Nonstop1h 50mSouthwest
Deal found 1/22$177
This CheapOair deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/216:03 pmIAD - MDW
1 stop26h 26mFrontier
Fri 2/282:41 pmMDW - IAD
1 stop22h 33mFrontier
Deal found 1/21$180
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/126:15 pmIAD - MDW
1 stop5h 05mDelta
Tue 2/185:05 pmMDW - IAD
1 stop6h 15mDelta
Deal found 1/21$197
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/46:00 amBWI - MDW
1 stop3h 51mDelta
Tue 3/116:42 pmMDW - BWI
1 stop3h 33mDelta
Deal found 1/22$197
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/176:00 amDCA - MDW
1 stop3h 45mDelta
Mon 3/246:42 pmMDW - DCA
1 stop3h 34mDelta
Deal found 1/22$197

Find flights from Washington, D.C. to Midway within your budget

Customize your flight search to find flights from Washington, D.C. to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Fri 2/28

8:21 am-7:19 pm

1 stop11h 58m

Chicago Midway

Mon 3/3

12:43 pm-7:21 am

1 stop17h 38m

$122

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Tue 4/1

12:35 pm-1:40 pm

Nonstop2h 05m

Chicago Midway

Wed 4/2

6:35 pm-9:20 pm

Nonstop1h 45m

$158

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 5/8

3:13 pm-11:39 pm

1 stop9h 26m

Chicago Midway

Sun 5/11

4:00 pm-8:24 am

1 stop15h 24m

$174

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Thu 2/20

6:00 pm-7:10 pm

Nonstop2h 10m

Chicago Midway

Mon 2/24

5:45 pm-8:35 pm

Nonstop1h 50m

$177

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Mon 2/3

6:00 pm-12:17 am

1 stop7h 17m

Chicago Midway

Tue 2/4

8:15 am-9:59 pm

1 stop12h 44m

$180

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 3/13

6:00 am-8:45 am

1 stop3h 45m

Chicago Midway

Tue 3/18

6:42 pm-11:00 pm

1 stop3h 18m

$197

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 2/12

12:41 pm-6:11 pm

1 stop6h 30m

Chicago Midway

Tue 2/18

12:44 pm-8:09 pm

1 stop6h 25m

$197

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Mon 3/17

6:00 am-8:45 am

1 stop3h 45m

Chicago Midway

Wed 3/19

2:55 pm-7:19 pm

1 stop3h 24m

$197

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Fri 2/7

12:58 pm-12:54 am

1 stop12h 56m

$70

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Thu 2/13

8:25 pm-9:35 pm

Nonstop2h 10m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 18 results
1
2

Compare providers for flights from Washington, D.C. to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Washington, D.C. to Midway in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Washington, D.C.-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Washington, D.C.-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Washington, D.C.-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Washington, D.C.-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Washington, D.C.-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Washington, D.C. to Midway

Get recent, data-driven insights about flights from Washington, D.C. to Midway including ideal travel times, pricing trends, and more.

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 January 17, 2025.

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?

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 January 22, 2025.

It’s optimal to fly from Washington, D.C. to Chicago Midway Airport in the afternoon. By choosing this option you can save up to 13% on the cost of your flight, compared to a flight in the evening.

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 January 21, 2025.

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

Rainfall in Midway by month

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

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

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 January 22, 2025.
To help decide which airline to fly from Washington, D.C. to Chicago, see what other customers have to say about Frontier, Southwest and Delta. 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
8.1
Very good
4,654 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,654 reviews
Southwest
8.1
Very good
4,654 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,512 reviews
Southwest
8.1
Very good
4,654 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,441 reviews
Southwest
8.1
Very good
4,654 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    According to our current data, Frontier ($123), Southwest ($158), and Delta ($197) offers the cheapest pricing from Washington, D.C. to Chicago Midway Airport. Users have found that Frontier is 50% 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 $70. However, be on the lookout for offers from Southwest and Delta, 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 Baltimore/Washington - Chicago Midway, Washington, D.C. Dulles Intl - 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 $218, our data shows the cheapest flight currently is $59. When looking at the most popular route, (Baltimore/Washington - Chicago Midway), you can expect to pay $63 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

Traveling to a place near Washington, D.C.?

Book flights to Washington, D.C. if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Washington, D.C. to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dulles Intl to Midway flights
Reagan-National to Midway flights

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

Discover the top 4 airlines that operate flights from Washington, D.C. to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$189FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$149Average$329FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$159Average$307FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$338FlexibilityNo cancel feeOn-timeN/A
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