Maryland

$64+ 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 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BWI
Mar 2 — Mar 91
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Cheap flight deals from Midway to Maryland

Keep the following information in mind while searching for Midway to Maryland flight deals. Data was last updated February 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Kiwi.com)

One-way from

$68
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$273

Good round-trip deal

$158 or less

Good one-way deal

$69 or less
Provider with most accurate pricing for Chicago (CHI)-Washington, D.C. (WAS) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Washington, D.C. (WAS) flights.
From Chicago Midway to Maryland
One-way flight from Chicago Midway to Maryland
Highest demand for flights based on searches. 11% potential increase in price ($29 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in February 2025
Price to beat on a round-trip flight from Chicago Midway to Maryland.
Price to beat on a 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 February 25, 2025.

This Frontier deal was found by Cheapflights users on 2/25. 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 3/2612:26 pmMDW - BWI
Nonstop1h 55mFrontier
Wed 4/24:45 pmBWI - MDW
Nonstop2h 06mFrontier
Deal found 2/25$118
This Southwest deal was found by Cheapflights users on 2/25. 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 4/87:35 pmMDW - BWI
Nonstop1h 50mSouthwest
Wed 4/236:45 pmBWI - MDW
Nonstop2h 05mSouthwest
Deal found 2/25$159
This Southwest deal was found by Cheapflights users on 2/25. 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.
Fri 4/47:30 amMDW - DCA
Nonstop1h 45mSouthwest
Mon 4/79:00 pmDCA - MDW
Nonstop2h 05mSouthwest
Deal found 2/25$180
This Delta deal was found by Cheapflights users on 2/25. 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 3/266:42 pmMDW - BWI
1 stop3h 33mDelta
Mon 4/76:00 amBWI - MDW
1 stop3h 43mDelta
Deal found 2/25$197
This Delta deal was found by Cheapflights users on 2/25. 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 4/76:42 pmMDW - DCA
1 stop3h 28mDelta
Thu 4/176:00 amDCA - MDW
1 stop3h 40mDelta
Deal found 2/25$197
This Delta deal was found by Cheapflights users on 2/24. 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.
Thu 4/1012:48 pmMDW - IAD
1 stop7h 34mDelta
Thu 4/176:00 amIAD - MDW
1 stop3h 40mDelta
Deal found 2/24$197
This Cheapflightsfares deal was found by Cheapflights users on 2/25. 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 6/202:44 pmMDW - PHL
Nonstop2h 11mFrontier
Sat 6/217:14 pmPHL - MDW
1 stop5h 41mFrontier
Deal found 2/25$209
This Southwest deal was found by Cheapflights users on 2/23. 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 4/158:25 amMDW - PHL
Nonstop2h 00mSouthwest
Mon 4/215:50 amPHL - MDW
Nonstop2h 05mSouthwest
Deal found 2/23$222
This Lucky2Go deal was found by Cheapflights users on 2/25. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/36:10 pmMDW - IAD
1 stop14h 07mMultiple Airlines
Mon 4/73:28 pmIAD - MDW
1 stop9h 22mMultiple Airlines
Deal found 2/25$230
This Mytrip deal was found by Cheapflights users on 2/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1010:19 amMDW - IAD
1 stop22h 41mFrontier
Thu 4/175:52 pmIAD - MDW
1 stop27h 03mFrontier
Deal found 2/24$236
This Delta deal was found by Cheapflights users on 2/24. 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.
Sat 4/54:00 pmMDW - PHL
1 stop7h 48mDelta
Wed 4/96:00 amPHL - MDW
1 stop3h 43mDelta
Deal found 2/24$240
This Frontier deal was found by Cheapflights users on 2/25. 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 3/57:05 amMDW - DCA
1 stop13h 54mFrontier
Tue 3/116:00 pmDCA - MDW
1 stop7h 17mFrontier
Deal found 2/25$244

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 February 25, 2025.

Fly from

Midway

Fly to

Maryland

Route

Depart

Return

Price

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 3/26

12:26 pm-3:21 pm

Nonstop1h 55m

Baltimore/Washington

Wed 4/2

4:45 pm-5:51 pm

Nonstop2h 06m

$118

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Tue 4/8

7:35 pm-10:25 pm

Nonstop1h 50m

Baltimore/Washington

Wed 4/23

6:45 pm-7:50 pm

Nonstop2h 05m

$159

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 4/4

7:30 am-10:15 am

Nonstop1h 45m

Washington, D.C. Reagan-National

Mon 4/7

9:00 pm-10:05 pm

Nonstop2h 05m

$180

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 3/26

6:42 pm-11:15 pm

1 stop3h 33m

Baltimore/Washington

Mon 4/7

6:00 am-8:43 am

1 stop3h 43m

$197

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 4/7

6:42 pm-11:10 pm

1 stop3h 28m

Washington, D.C. Reagan-National

Thu 4/17

6:00 am-8:40 am

1 stop3h 40m

$197

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 3/25

9:25 am-4:23 pm

1 stop5h 58m

Washington, D.C. Dulles Intl

Tue 4/1

6:00 am-8:45 am

1 stop3h 45m

$197

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/3

4:30 pm-7:28 pm

Nonstop1h 58m

Philadelphia

Mon 4/7

5:02 pm-11:50 pm

1 stop7h 48m

$211

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 4/15

8:25 am-11:25 am

Nonstop2h 00m

Philadelphia

Mon 4/21

5:50 am-6:55 am

Nonstop2h 05m

$222

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 4/3

6:10 pm-9:17 am

1 stop14h 07m

Washington, D.C. Dulles Intl

Mon 4/7

3:28 pm-11:50 pm

1 stop9h 22m

$230

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 4/5

9:52 am-4:52 pm

1 stop6h 00m

Philadelphia

Wed 4/9

6:00 am-8:43 am

1 stop3h 43m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 27 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 February 25, 2025.

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 February 25, 2025.
Read through reviews of airlines operating flights from Chicago to Maryland, such as Southwest, Delta and Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Overall

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

8.0
Very good

Overall

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Overall

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Overall

8.1

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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?

    $68 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 $74 and $91, 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 $185 for a flight from Chicago Midway Airport to Maryland. The cheapest flight overall is $24 while the most popular route, (Chicago Midway - Washington, D.C. Dulles Intl) is currently priced at $159.

  • 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 February 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$168FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$284FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$275FlexibilityNo cancel feeOn-timeN/A
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