$73+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Maryland to Midway 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 Maryland to Midway
Keep the following information in mind while searching for Maryland to Midway flight deals. Data was last updated June 16, 2025.
Round-trip from | $117 (Frontier) |
|---|---|
One-way from | $73 (FlightHub) |
Popular in | April |
Cheapest in | September |
Average price | $269 |
Good round-trip deal | $156 or less |
Good one-way deal | $79 or less |
Find flight deals from Maryland to Midway
Cheapest flights from Maryland to MidwayExplore 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 June 16, 2025.
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 June 16, 2025.
This Frontier deal was found by Cheapflights users on 6/14. 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 6/16. 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 Priceline deal was found by Cheapflights users on 6/15. 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 Priceline 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 6/14. 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 Southwest deal was found by Cheapflights users on 6/14. 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 Kiwi.com deal was found by Cheapflights users on 6/14. 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 Kiwi.com 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 6/14. 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 6/16. 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 6/15. 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 6/15. 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 Frontier deal was found by Cheapflights users on 6/14. 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 Mytrip deal was found by Cheapflights users on 6/14. 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.
Cheapflights Fare Finder
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 2,558,603 searches. Data last updated June 16, 2025.
Use the filters below to find and compare flights from Maryland to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
BaltimoreChicago
BWI - MDW
BWIMDW
Baltimore/Washington
Wed 7/23
6:31 pm-7:36 pm
Nonstop2h 05m
Chicago Midway
Wed 7/30
2:48 pm-5:46 pm
Nonstop1h 58m
BaltimoreChicago
BWI - MDW
BWIMDW
Baltimore/Washington
Wed 9/3
1:25 pm-2:20 pm
Nonstop1h 55m
Chicago Midway
Sat 9/6
5:30 pm-8:20 pm
Nonstop1h 50m
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Fri 7/4
4:24 pm-11:18 pm
1 stop7h 54m
Chicago Midway
Tue 7/8
11:39 am-12:12 am
1 stop11h 33m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Wed 8/6
1:35 pm-4:45 pm
1 stop4h 10m
Chicago Midway
Wed 8/6
5:45 pm-8:40 pm
Nonstop1h 55m
PhiladelphiaChicago
PHL - MDW
PHLMDW
Philadelphia
Thu 8/14
4:25 pm-5:30 pm
Nonstop2h 05m
Chicago Midway
Sun 8/17
8:50 pm-11:45 pm
Nonstop1h 55m
PhiladelphiaChicago
PHL - MDW
PHLMDW
Philadelphia
Sat 8/9
9:39 am-12:29 pm
1 stop3h 50m
Chicago Midway
Sat 8/16
6:17 pm-11:22 pm
1 stop4h 05m
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Tue 8/12
12:00 pm-5:37 pm
1 stop6h 37m
Chicago Midway
Wed 8/13
10:11 am-4:30 pm
1 stop5h 19m
BaltimoreChicago
BWI - MDW
BWIMDW
Baltimore/Washington
Sat 7/19
6:00 am-8:44 am
1 stop3h 44m
Chicago Midway
Tue 7/22
6:20 pm-11:18 pm
1 stop3h 58m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Tue 8/5
10:19 am-4:10 pm
1 stop6h 51m
Chicago Midway
Tue 8/12
6:17 pm-10:59 pm
1 stop3h 42m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Sat 6/28
1:00 pm-8:53 pm
1 stop8h 53m
Chicago Midway
Fri 7/4
12:35 pm-9:59 pm
1 stop8h 24m
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.
Cheapflights Insights
Everything you need to know about your flight from Maryland to Chicago Midway Airport
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 November is currently the most expensive (average of $249). 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 June 16, 2025.
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.
Weekly flight availability from Maryland to Chicago Midway Airport
Explore weekly flight availability from Maryland to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 16, 2025.
The most flights from USMD to MDW are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).
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 June 16, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Allegiant Air 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.
Entertainment
Overall
Food
Comfort
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Food
Comfort
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Food
Comfort
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Food
Comfort
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Food
Comfort
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
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.
Traveling to a place near Maryland?
Book flights to Maryland if you plan to visit one of these locationsBrowse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Maryland to Midway
See prices for flight routes from nearby airports that may be better suited for you.
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 2,558,603 searches. Data last updated June 16, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$149 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$297 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$168 | Average$300 | FlexibilityNo cancel fee | On-time63% |