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Midway

$41+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — MDW
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 November 21, 2024.

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 November 21, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/54:50 pmPHL - MDW
Nonstop2h 22mFrontier
Mon 12/98:15 amMDW - PHL
Nonstop2h 03mFrontier
Deal found 11/21$76
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/134:33 pmBWI - MDW
Nonstop2h 04mFrontier
Wed 12/182:20 pmMDW - BWI
1 stop5h 30mFrontier
Deal found 11/20$101
This Frontier deal was found by Cheapflights users on 11/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/183:25 pmIAD - MDW
1 stop6h 52mFrontier
Wed 12/258:25 amMDW - IAD
1 stop5h 00mFrontier
Deal found 11/21$148
This Trip.com deal was found by Cheapflights users on 11/20. 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.
Thu 12/127:00 amDCA - MDW
1 stop18h 13mFrontier
Sun 12/157:15 amMDW - DCA
1 stop8h 44mFrontier
Deal found 11/20$149
This eDestinos deal was found by Cheapflights users on 11/20. 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.
Mon 12/237:18 pmBWI - MDW
1 stop20h 53mMultiple Airlines
Fri 1/38:20 amMDW - BWI
Nonstop1h 52mMultiple Airlines
Deal found 11/20$156
This Southwest deal was found by Cheapflights users on 11/19. 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 12/177:55 amBWI - MDW
Nonstop2h 05mSouthwest
Wed 12/187:20 amMDW - BWI
Nonstop1h 50mSouthwest
Deal found 11/19$170
This Southwest deal was found by Cheapflights users on 11/20. 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.
Sat 12/75:25 pmPHL - MDW
Nonstop2h 10mSouthwest
Sat 12/146:00 pmMDW - PHL
Nonstop1h 55mSouthwest
Deal found 11/20$172
This Delta deal was found by Cheapflights users on 11/20. 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.
Sat 12/75:30 amPHL - MDW
1 stop5h 20mDelta
Sat 12/145:50 pmMDW - PHL
1 stop4h 29mDelta
Deal found 11/20$196
This Delta deal was found by Cheapflights users on 11/20. 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.
Thu 12/126:00 amBWI - MDW
1 stop3h 58mDelta
Sat 12/145:50 pmMDW - BWI
1 stop3h 39mDelta
Deal found 11/20$196
This Southwest deal was found by Cheapflights users on 11/20. 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 12/176:35 pmDCA - MDW
Nonstop2h 05mSouthwest
Thu 12/196:15 amMDW - DCA
Nonstop1h 50mSouthwest
Deal found 11/20$198
This Delta deal was found by Cheapflights users on 11/20. 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 12/116:07 amIAD - MDW
1 stop8h 24mDelta
Wed 12/189:30 amMDW - IAD
1 stop6h 18mDelta
Deal found 11/20$216
This Delta deal was found by Cheapflights users on 11/19. 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 12/171:35 pmDCA - MDW
1 stop4h 26mDelta
Tue 12/245:51 pmMDW - DCA
1 stop4h 06mDelta
Deal found 11/19$216

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Fri 12/13

10:57 pm-12:20 am

Nonstop2h 23m

Chicago Midway

Mon 12/16

8:15 am-11:18 am

Nonstop2h 03m

$76

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Fri 12/13

4:33 pm-5:37 pm

Nonstop2h 04m

Chicago Midway

Wed 12/18

2:20 pm-8:50 pm

1 stop5h 30m

$101

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 1/8

10:35 am-11:45 am

Nonstop2h 10m

Chicago Midway

Sat 1/11

6:25 pm-9:15 pm

Nonstop1h 50m

$138

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Sun 1/5

6:00 pm-9:09 pm

1 stop28h 09m

Chicago Midway

Sun 1/12

7:15 am-12:01 pm

1 stop27h 46m

$146

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 12/16

5:57 pm-5:54 pm

1 stop24h 57m

Chicago Midway

Fri 12/20

2:35 pm-9:05 pm

1 stop5h 30m

$148

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Mon 12/23

7:18 pm-3:11 pm

1 stop20h 53m

Chicago Midway

Fri 1/3

8:20 am-11:12 am

Nonstop1h 52m

$156

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Sat 12/7

5:25 pm-6:35 pm

Nonstop2h 10m

Chicago Midway

Sat 12/14

6:00 pm-8:55 pm

Nonstop1h 55m

$172

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Sat 12/14

4:44 pm-10:06 pm

1 stop6h 22m

Chicago Midway

Wed 12/18

4:58 pm-12:53 am

1 stop6h 55m

$196

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sun 1/12

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Thu 1/16

6:28 pm-11:19 pm

1 stop3h 51m

$196

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Tue 12/17

6:35 pm-7:40 pm

Nonstop2h 05m

Chicago Midway

Thu 12/19

6:15 am-9:05 am

Nonstop1h 50m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 34 results
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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 October is currently the most expensive (average of $232). 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 November 21, 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 November 21, 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
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Porter Airlines
7.8
Good
288 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Air Transat
7.8
Good
389 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Avelo Airlines
7.5
Good
74 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 ($46), Southwest ($69), 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, Washington, D.C. Dulles Intl - 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 $171 for a flight from Maryland to Chicago Midway Airport. The cheapest flight overall is $45 while the most popular route, (Baltimore/Washington - Chicago Midway) is currently priced at $116.

  • 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 October is currently the most expensive (average of $232). 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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Newark to Midway flights
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Reagan-National to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
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John F Kennedy Intl to Midway flights
Baltimore to O'Hare Intl flights
Atlanta to Midway flights
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Los Angeles to Midway flights
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Burbank to O'Hare Intl flights
LaGuardia to Midway flights
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San Francisco to Midway flights
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Portland to O'Hare Intl flights
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Dulles Intl to Midway flights
Raleigh to O'Hare Intl flights
San Jose to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Austin to O'Hare Intl flights
Love Field to O'Hare Intl flights
Reagan-National to Midway flights
Nashville to O'Hare Intl flights
Oakland to O'Hare Intl flights
Boston to Midway flights
Denver to Midway flights

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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$142FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$160Average$271FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$296FlexibilityNo cancel feeOn-timeN/A
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