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$53+ Cheap flights from Maryland 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — MDW
Dec 29 — Jan 51
Sun 12/29
Sun 1/5
1 adult, Economy
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Cheap flight deals from Maryland to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Maryland (USMD) 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 December 24, 2024.

Round-trip from

$98
(Frontier)

One-way from

$53
(Gotogate)
From Maryland to Chicago Midway
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One-way flight from Maryland to Chicago Midway
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Find flight deals from Maryland to Midway

Cheapest flights from Maryland to Midway
Explore the most affordable flight options available from Maryland to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 24, 2024.

This FlightHub deal was found by Cheapflights users on 12/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:10 pmBWI - MDW
1 stop6h 23mFrontier
Sun 1/57:17 amMDW - BWI
Nonstop1h 52mFrontier
Deal found 12/24$150
This Kiwi.com deal was found by Cheapflights users on 12/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3111:43 amPHL - MDW
Nonstop2h 26mFrontier
Thu 1/97:30 amMDW - PHL
1 stop9h 51mFrontier
Deal found 12/23$174
This Delta deal was found by Cheapflights users on 12/23. 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 12/316:00 amPHL - MDW
1 stop3h 50mDelta
Tue 1/76:00 amMDW - PHL
1 stop7h 50mDelta
Deal found 12/23$267
This Frontier deal was found by Cheapflights users on 12/24. 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.
Mon 12/304:42 pmIAD - MDW
1 stop7h 32mFrontier
Wed 1/18:25 amMDW - IAD
1 stop5h 00mFrontier
Deal found 12/24$338
This Southwest deal was found by Cheapflights users on 12/24. 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 12/313:05 pmDCA - MDW
Nonstop2h 10mSouthwest
Wed 1/85:45 pmMDW - DCA
Nonstop1h 50mSouthwest
Deal found 12/24$359
This Southwest deal was found by Cheapflights users on 12/23. 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 12/316:15 amPHL - MDW
2 stops9h 25mSouthwest
Fri 1/106:25 amMDW - PHL
1 stop6h 35mSouthwest
Deal found 12/23$390
This Southwest deal was found by Cheapflights users on 12/24. 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 12/318:10 pmBWI - MDW
Nonstop2h 05mSouthwest
Sun 1/55:25 amMDW - BWI
Nonstop1h 50mSouthwest
Deal found 12/24$410
This Delta deal was found by Cheapflights users on 12/24. 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 12/316:00 amDCA - MDW
1 stop3h 50mDelta
Tue 1/75:07 pmMDW - DCA
1 stop5h 32mDelta
Deal found 12/24$412
This Delta deal was found by Cheapflights users on 12/24. 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 12/315:30 pmBWI - MDW
1 stop5h 36mDelta
Sun 1/59:30 amMDW - BWI
1 stop6h 22mDelta
Deal found 12/24$463
This Delta deal was found by Cheapflights users on 12/24. 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 12/256:00 amIAD - MDW
1 stop3h 50mDelta
Wed 1/810:57 amMDW - IAD
1 stop5h 19mDelta
Deal found 12/24$472
This eDestinos deal was found by Cheapflights users on 12/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2712:02 pmBWI - MDW
Nonstop2h 04mMultiple Airlines
Tue 12/312:20 pmMDW - BWI
1 stop16h 23mMultiple Airlines
Deal found 12/24$586

Find flights from Maryland to Midway within your budget

Customize your flight search to find flights from Maryland 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 December 24, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Mon 1/6

7:38 pm-9:04 pm

Nonstop2h 26m

Chicago Midway

Thu 1/9

7:30 am-6:21 pm

1 stop9h 51m

$98

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sat 2/8

6:35 pm-11:29 pm

1 stop5h 54m

Chicago Midway

Mon 2/10

11:33 am-9:10 am

1 stop20h 37m

$118

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 1/22

8:10 pm-9:25 pm

Nonstop2h 15m

Chicago Midway

Wed 1/29

5:05 pm-7:50 pm

Nonstop1h 45m

$169

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Fri 1/24

1:01 pm-12:17 am

1 stop12h 16m

Chicago Midway

Mon 1/27

7:15 am-9:59 pm

1 stop13h 44m

$188

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Fri 1/17

6:55 am-8:10 am

Nonstop2h 15m

Chicago Midway

Thu 1/23

8:15 pm-11:05 pm

Nonstop1h 50m

$192

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Tue 1/14

5:40 am-10:12 am

1 stop5h 32m

Chicago Midway

Tue 1/21

10:19 am-5:51 pm

1 stop6h 32m

$196

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Tue 2/4

6:00 am-10:12 am

1 stop5h 12m

Chicago Midway

Wed 2/5

6:00 am-12:56 pm

1 stop5h 56m

$196

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Thu 2/20

7:05 pm-8:25 pm

Nonstop2h 20m

Chicago Midway

Tue 2/25

10:05 am-1:00 pm

Nonstop1h 55m

$201

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Fri 1/24

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Mon 1/27

6:15 am-6:59 pm

1 stop11h 44m

$206

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 1/13

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Wed 1/15

6:00 am-11:57 am

1 stop4h 57m

$210

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

Showing 1-10 of 29 results
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2
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Best time to book a flight from Maryland to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Maryland 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 Maryland to Midway

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

What is the cheapest month to book a flight from Maryland to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Maryland to Chicago Midway Airport (average of $160). Flying from Maryland 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 MD to MDW?

Find hourly flight availability from Maryland 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 December 24, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Maryland to Chicago Midway Airport as you normally would.

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 December 24, 2024.
Peruse reviews from past customers who have flown with Frontier, Southwest and Delta from Maryland to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,765 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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
4,765 reviews
Southwest
8.1
Very good
4,765 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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
8,580 reviews
Southwest
8.1
Very good
4,765 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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
3,468 reviews
Southwest
8.1
Very good
4,765 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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 Maryland 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 to fly from Maryland to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Maryland to Chicago Midway Airport are Frontier ($53), Southwest ($80), and Delta ($98).

  • What are the most popular routes from Maryland to Chicago Midway Airport?

    The most popular flight routes from Maryland to Chicago Midway Airport are Baltimore/Washington - Chicago Midway, Philadelphia - Chicago Midway and Washington, D.C. Reagan-National - Chicago Midway.

  • What are the cheapest flights from Maryland to Chicago Midway Airport?

    On average you can expect to pay $189 for a flight from Maryland to Chicago Midway Airport. The cheapest flight overall is $28 while the most popular route, (Baltimore/Washington - Chicago Midway) is currently priced at $111.

  • Can I find deals for flights from Maryland to Midway that include hotel bookings?

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

  • How can I find direct flights from Maryland to Midway?

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

  • Can I find deals for business class flights from Maryland to Midway?

    Yes. Cheapflights offers flight deals from Maryland 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 Maryland to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Maryland to Chicago Midway Airport (average of $160). Flying from Maryland 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.

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Alternative routes for Maryland to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Maryland to Midway

Discover the top 3 airlines that operate flights from Maryland 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 December 24, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$144FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$170Average$292FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$296FlexibilityNo cancel feeOn-timeN/A
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