$81+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Midway to Maryland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 April 25, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $161 (Southwest) |
One-way from | $81 (Kiwi.com) |
Popular in | June |
Cheapest in | September |
Average price | $256 |
Good round-trip deal | $190 or less |
Good one-way deal | $89 or less |
Find flight deals from Midway to Maryland
Cheapest flights from Midway to MarylandExplore 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 April 25, 2025.
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 April 25, 2025.
This Southwest deal was found by Cheapflights users on 4/24. 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.
This Flightnetwork deal was found by Cheapflights users on 4/24. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 4/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 4/25. 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.
This Frontier deal was found by Cheapflights users on 4/24. 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.
This Southwest deal was found by Cheapflights users on 4/25. 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.
This CheapOair deal was found by Cheapflights users on 4/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 4/25. 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.
This Delta deal was found by Cheapflights users on 4/25. 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.
This Delta deal was found by Cheapflights users on 4/24. 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.
This Delta deal was found by Cheapflights users on 4/25. 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.
This eDestinos deal was found by Cheapflights users on 4/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
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 April 25, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Maryland that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Sun 5/25
9:05 am-12:05 pm
Nonstop2h 00m
Philadelphia
Sun 5/25
6:55 pm-8:10 pm
Nonstop2h 15m
ChicagoPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Fri 6/6
8:52 pm-11:56 pm
Nonstop2h 04m
Philadelphia
Mon 6/9
6:35 pm-7:52 pm
Nonstop2h 17m
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Fri 5/9
6:15 am-9:13 am
Nonstop1h 58m
Baltimore/Washington
Mon 5/19
10:03 am-11:09 am
Nonstop2h 06m
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Thu 6/12
7:45 pm-10:35 pm
Nonstop1h 50m
Baltimore/Washington
Mon 6/16
8:40 pm-9:40 pm
Nonstop2h 00m
ChicagoWashington, D.C.
MDW - IAD
MDWIAD
Chicago Midway
Wed 5/28
6:40 am-4:14 pm
1 stop8h 34m
Washington, D.C. Dulles Intl
Wed 6/4
5:00 pm-10:38 pm
1 stop6h 38m
ChicagoWashington, D.C.
MDW - DCA
MDWDCA
Chicago Midway
Tue 5/20
7:10 am-10:00 am
Nonstop1h 50m
Washington, D.C. Reagan-National
Wed 5/21
8:55 pm-9:55 pm
Nonstop2h 00m
ChicagoWashington, D.C.
MDW - DCA
MDWDCA
Chicago Midway
Thu 5/8
8:03 pm-12:07 pm
1 stop15h 04m
Washington, D.C. Reagan-National
Sun 5/11
7:00 am-7:08 pm
1 stop13h 08m
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Tue 6/3
6:00 am-12:47 pm
1 stop5h 47m
Baltimore/Washington
Tue 6/3
4:47 pm-9:27 pm
1 stop5h 40m
ChicagoWashington, D.C.
MDW - IAD
MDWIAD
Chicago Midway
Wed 5/28
4:15 pm-9:34 pm
1 stop4h 19m
Washington, D.C. Dulles Intl
Fri 5/30
6:00 am-8:40 am
1 stop3h 40m
ChicagoPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Wed 5/21
6:00 am-2:29 pm
1 stop7h 29m
Philadelphia
Sat 5/24
6:00 am-1:15 pm
1 stop8h 15m
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Maryland
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 April 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 April 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.
Entertainment
Comfort
Crew
Boarding
Food
Overall
Reviews
Gina,Apr 2025
LAS - DEN
Entertainment
Comfort
Crew
Boarding
Food
Overall
Reviews
Gina,Apr 2025
LAS - DEN
Entertainment
Comfort
Crew
Boarding
Food
Overall
Reviews
Gina,Apr 2025
LAS - DEN
Entertainment
Comfort
Crew
Boarding
Food
Overall
Reviews
Gina,Apr 2025
LAS - DEN
Entertainment
Comfort
Crew
Boarding
Food
Overall
Reviews
Gina,Apr 2025
LAS - DEN
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.
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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 April 25, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$179 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$159 | Average$284 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$232 | FlexibilityNo cancel fee | On-timeN/A |