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$39+ Cheap flights from Midway (MDW) to Maryland

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BWI
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Midway to Maryland

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Maryland (USMD). 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 Midway to Maryland

Cheapest flights from Midway to Maryland
Explore the most affordable flight options available from Midway to Maryland. 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 11/20. 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.
Thu 12/1212:36 pmMDW - PHL
Nonstop2h 06mFrontier
Sun 12/154:50 pmPHL - MDW
Nonstop2h 22mFrontier
Deal found 11/20$76
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.
Mon 12/912:36 pmMDW - BWI
Nonstop1h 52mFrontier
Fri 12/134:33 pmBWI - MDW
Nonstop2h 04mFrontier
Deal found 11/21$116
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/172:20 pmMDW - IAD
1 stop6h 00mFrontier
Wed 12/183:25 pmIAD - MDW
1 stop6h 52mFrontier
Deal found 11/21$138
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.
Mon 12/2310:04 pmMDW - DCA
1 stop13h 04mFrontier
Wed 1/81:01 pmDCA - MDW
1 stop12h 12mFrontier
Deal found 11/21$148
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.
Mon 12/96:15 pmMDW - PHL
Nonstop1h 50mSouthwest
Wed 12/117:35 amPHL - MDW
Nonstop2h 10mSouthwest
Deal found 11/20$172
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/182:30 pmMDW - BWI
1 stop4h 25mSouthwest
Wed 1/810:35 amBWI - MDW
Nonstop2h 10mSouthwest
Deal found 11/21$193
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/76:00 amMDW - PHL
1 stop7h 12mDelta
Wed 12/186:00 amPHL - MDW
1 stop3h 58mDelta
Deal found 11/21$196
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/135:50 pmMDW - BWI
1 stop4h 52mDelta
Sun 12/156:00 amBWI - MDW
1 stop3h 58mDelta
Deal found 11/21$196
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/186:15 amMDW - DCA
Nonstop1h 50mSouthwest
Wed 1/810:00 amDCA - MDW
Nonstop2h 05mSouthwest
Deal found 11/21$198
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/179:30 amMDW - DCA
1 stop6h 07mDelta
Sat 1/116:00 amDCA - MDW
1 stop3h 54mDelta
Deal found 11/21$216
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/115:50 pmMDW - IAD
1 stop4h 35mDelta
Wed 12/186:00 amIAD - MDW
1 stop3h 58mDelta
Deal found 11/21$216
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1211:25 amMDW - IAD
1 stop9h 59mPorter Airlines
Sun 12/157:00 amIAD - MDW
1 stop10h 40mPorter Airlines
Deal found 11/20$529

Find flights from Midway to Maryland within your budget

Customize your flight search to find flights from Midway to Maryland 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

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 12/12

12:36 pm-3:42 pm

Nonstop2h 06m

Philadelphia

Sun 12/15

4:50 pm-6:12 pm

Nonstop2h 22m

$76

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Fri 1/17

1:04 pm-3:59 pm

Nonstop1h 55m

Baltimore/Washington

Mon 1/20

7:53 pm-9:05 pm

Nonstop2h 12m

$114

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sun 1/5

5:52 pm-2:34 pm

1 stop19h 42m

Washington, D.C. Dulles Intl

Sun 1/12

5:57 pm-10:21 am

1 stop17h 24m

$136

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 2/11

8:15 am-9:59 pm

1 stop12h 44m

Washington, D.C. Reagan-National

Wed 2/12

7:00 am-12:17 am

1 stop18h 17m

$143

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Tue 2/11

8:10 am-11:00 am

Nonstop1h 50m

Baltimore/Washington

Wed 2/12

10:40 am-11:50 am

Nonstop2h 10m

$164

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Sun 1/5

6:31 pm-7:16 pm

1 stop23h 45m

Baltimore/Washington

Sun 1/12

9:20 pm-10:21 am

1 stop14h 01m

$172

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 12/9

6:15 pm-9:05 pm

Nonstop1h 50m

Philadelphia

Wed 12/11

7:35 am-8:45 am

Nonstop2h 10m

$172

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 1/10

9:35 am-12:25 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Fri 1/10

2:55 pm-4:05 pm

Nonstop2h 10m

$193

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 12/7

6:00 am-2:12 pm

1 stop7h 12m

Philadelphia

Tue 12/17

12:37 pm-5:01 pm

1 stop5h 24m

$196

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 1/8

6:28 pm-11:19 pm

1 stop3h 51m

Baltimore/Washington

Thu 1/30

8:15 am-11:59 am

1 stop4h 44m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 36 results
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Best time to book a flight from Midway to Maryland

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

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

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

Find hourly flight availability from Midway to Maryland. 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 Chicago Midway Airport to Maryland as you normally would.

Rainfall in Maryland by month

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

In terms of precipitation, rainfall in Maryland ranges from 2.9 - 4.1 inches per month. July is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Maryland when rainfall is around 2.9 in.

Temperature in Maryland by month

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

If weather is an important factor for your trip to Maryland, 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 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. 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 Maryland. Reviews last updated November 21, 2024.
Read through reviews of airlines operating flights from Chicago to Maryland, such as Frontier, Delta and Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

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

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

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

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

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

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

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

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

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 Midway to Maryland. 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 Chicago Midway Airport to Maryland one-way?

    $39 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $70 and $98, respectively.

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

    While some choose either Chicago Midway - Baltimore/Washington or Chicago Midway - Washington, D.C. Dulles Intl, Chicago Midway - Philadelphia is the most popular route from Chicago Midway Airport to Maryland.

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

    On average you can expect to pay $202 for a flight from Chicago Midway Airport to Maryland. The cheapest flight overall is $40 while the most popular route, (Chicago Midway - Philadelphia) is currently priced at $91.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Maryland (average of $241). Flying from Chicago Midway Airport to Maryland in January is currently the most expensive (average of $273). 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 Midway to Maryland

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

Discover the top 3 airlines that operate flights from Midway to Maryland. 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$65Average$171FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$271FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$271FlexibilityNo cancel feeOn-timeN/A
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