Maryland

$53+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BWI
Dec 28 — Jan 41
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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 December 23, 2024.

Round-trip from

$102
(Flightnetwork)

One-way from

$53
(Mytrip)
From Chicago Midway to Maryland
One-way flight from Chicago Midway to Maryland

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 December 23, 2024.

This FlightHub deal was found by Cheapflights users on 12/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/267:17 amMDW - BWI
Nonstop1h 52mFrontier
Tue 12/315:10 pmBWI - MDW
1 stop6h 23mFrontier
Deal found 12/20$190
This Mytrip deal was found by Cheapflights users on 12/20. 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.
Tue 12/317:45 amMDW - PHL
Nonstop2h 03mFrontier
Mon 1/612:41 pmPHL - MDW
1 stop11h 33mFrontier
Deal found 12/20$197
This Southwest deal was found by Cheapflights users on 12/21. 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 12/3110:10 amMDW - BWI
1 stop5h 45mSouthwest
Mon 1/65:40 pmBWI - MDW
Nonstop2h 05mSouthwest
Deal found 12/21$293
This Southwest deal was found by Cheapflights users on 12/20. 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 12/319:50 amMDW - PHL
2 stops10h 55mSouthwest
Tue 1/79:45 amPHL - MDW
1 stop10h 50mSouthwest
Deal found 12/20$327
This Delta deal was found by Cheapflights users on 12/21. 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 12/314:50 pmMDW - PHL
1 stop5h 39mDelta
Wed 1/16:00 amPHL - MDW
1 stop3h 50mDelta
Deal found 12/21$334
This CheapOair deal was found by Cheapflights users on 12/21. 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.
Mon 12/306:00 amMDW - IAD
1 stop7h 34mFrontier
Mon 1/63:24 pmIAD - MDW
1 stop22h 05mFrontier
Deal found 12/21$348
This Southwest deal was found by Cheapflights users on 12/22. 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.
Sun 12/296:40 amMDW - DCA
Nonstop1h 50mSouthwest
Tue 1/286:55 amDCA - MDW
Nonstop2h 15mSouthwest
Deal found 12/22$356
This Delta deal was found by Cheapflights users on 12/21. 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 12/285:04 pmMDW - BWI
1 stop5h 51mDelta
Wed 1/16:02 amBWI - MDW
1 stop6h 06mDelta
Deal found 12/21$463
This Frontier deal was found by Cheapflights users on 12/22. 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.
Mon 12/3010:04 pmMDW - DCA
1 stop13h 04mFrontier
Fri 1/37:00 amDCA - MDW
1 stop13h 32mFrontier
Deal found 12/22$508
This eDestinos deal was found by Cheapflights users on 12/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/292:40 pmMDW - PHL
2 stops30h 19mMultiple Airlines
Fri 1/310:48 amPHL - MDW
2 stops13h 26mMultiple Airlines
Deal found 12/22$520
This Delta deal was found by Cheapflights users on 12/22. 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 12/306:25 pmMDW - IAD
1 stop3h 37mDelta
Thu 1/212:30 pmIAD - MDW
1 stop4h 54mDelta
Deal found 12/22$538
This Delta deal was found by Cheapflights users on 12/22. 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.
Thu 12/266:25 pmMDW - DCA
1 stop3h 32mDelta
Thu 1/26:00 amDCA - MDW
1 stop3h 50mDelta
Deal found 12/22$598

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 2,558,603 searches. Data last updated December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 2/24

2:41 pm-9:48 pm

1 stop6h 07m

Philadelphia

Thu 2/27

3:19 pm-9:29 pm

1 stop7h 10m

$102

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Mon 2/3

4:08 pm-7:03 pm

Nonstop1h 55m

Baltimore/Washington

Thu 2/6

9:20 pm-2:42 pm

1 stop18h 22m

$123

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 1/29

6:00 am-12:56 pm

1 stop5h 56m

Baltimore/Washington

Sat 2/1

6:35 pm-11:29 pm

1 stop5h 54m

$150

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 2/10

7:15 am-4:59 pm

1 stop8h 44m

Washington, D.C. Reagan-National

Thu 2/20

6:00 pm-12:17 am

1 stop7h 17m

$157

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 1/6

8:25 am-3:52 pm

1 stop6h 27m

Washington, D.C. Dulles Intl

Wed 1/8

1:17 pm-5:57 pm

1 stop5h 40m

$158

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Thu 1/23

6:55 pm-9:45 pm

Nonstop1h 50m

Baltimore/Washington

Sat 1/25

5:15 pm-6:25 pm

Nonstop2h 10m

$170

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 1/21

10:05 am-1:00 pm

Nonstop1h 55m

Philadelphia

Tue 1/28

1:50 pm-3:05 pm

Nonstop2h 15m

$181

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 1/17

9:00 pm-11:50 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Mon 1/20

6:55 am-8:10 am

Nonstop2h 15m

$192

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Tue 2/4

9:33 am-4:43 pm

1 stop6h 10m

Baltimore/Washington

Tue 2/11

12:41 pm-6:11 pm

1 stop6h 30m

$196

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 2/5

6:00 am-12:04 pm

1 stop5h 04m

Philadelphia

Wed 2/12

6:07 pm-10:20 pm

1 stop5h 13m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 28 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 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 March is currently the most expensive (average of $290). 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 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 December 23, 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 December 23, 2024.
Read through reviews of airlines operating flights from Chicago to Maryland, such as Frontier, Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,780 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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.

8.1
Very good
4,780 reviews
8.1
Very good
4,780 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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.

8.0
Very good
8,594 reviews
8.1
Very good
4,780 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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.

7.4
Good
822 reviews
8.1
Very good
4,780 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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.

6.1
Okay
3,469 reviews
8.1
Very good
4,780 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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 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?

    $53 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 Allegiant Air, with prices starting from $69 and $93, respectively.

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

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

    On average you can expect to pay $209 for a flight from Chicago Midway Airport to Maryland. The cheapest flight overall is $31 while the most popular route, (Chicago Midway - Baltimore/Washington) is currently priced at $101.

  • 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 March is currently the most expensive (average of $290). 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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Alternative routes for Midway to Maryland

See prices for flight routes from nearby airports that may be better suited for you.

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 2,558,603 searches. Data last updated December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$163FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$281FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$271FlexibilityNo cancel feeOn-timeN/A
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