$84+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — MDW
May 1 — May 81
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 April 1, 2026.
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 April 1, 2026.
This Trip.com deal was found by Cheapflights users on 3/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2310:00 pm
BWI
- MDW
1 stop20h 54m
Frontier
Mon 4/272:15 pm
MDW
- BWI
1 stop9h 29m
Frontier
Deal found 3/28![Frontier logo]()
$173
This Southwest deal was found by Cheapflights users on 3/31. 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 4/216:30 am
BWI
- MDW
Nonstop2h 05m
Southwest
Tue 4/289:10 am
MDW
- BWI
Nonstop1h 50m
Southwest
Deal found 3/31![Southwest logo]()
$177
This Frontier deal was found by Cheapflights users on 3/31. 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 4/1510:52 am
PHL
- MDW
1 stop12h 22m
Frontier
Sat 4/187:34 pm
MDW
- PHL
1 stop11h 36m
Frontier
Deal found 3/31![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 3/31. 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 4/1512:17 pm
BWI
- MDW
1 stop10h 57m
Frontier
Sat 4/186:00 am
MDW
- BWI
1 stop9h 58m
Frontier
Deal found 3/31![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 3/30. 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.
Sun 4/1910:38 pm
PHL
- MDW
1 stop10h 26m
Frontier
Wed 4/292:15 pm
MDW
- PHL
1 stop9h 39m
Frontier
Deal found 3/30![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 3/27. 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.
Tue 4/2812:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Thu 5/76:00 am
MDW
- BWI
1 stop8h 46m
Frontier
Deal found 3/27![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 3/31. 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.
Sat 5/25:53 pm
BWI
- MDW
1 stop5h 21m
Frontier
Fri 5/86:00 am
MDW
- BWI
1 stop9h 22m
Frontier
Deal found 3/31![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Sat 4/189:38 am
BWI
- MDW
1 stop7h 22m
Frontier
Wed 4/226:15 am
MDW
- BWI
1 stop17h 29m
Frontier
Deal found 3/30![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Wed 4/295:49 pm
BWI
- MDW
2 stops14h 32m
Frontier
Sat 5/26:00 am
MDW
- BWI
1 stop9h 58m
Frontier
Deal found 3/31![Frontier logo]()
$184
This Frontier deal was found by Cheapflights users on 3/31. 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 4/2911:02 am
PHL
- MDW
1 stop9h 29m
Frontier
Sat 6/136:00 am
MDW
- PHL
1 stop12h 17m
Frontier
Deal found 3/31![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Wed 4/2912:17 pm
BWI
- MDW
1 stop8h 14m
Multiple Airlines
Wed 5/63:07 pm
MDW
- BWI
2 stops25h 00m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Wed 4/152:36 pm
BWI
- MDW
2 stops32h 43m
Multiple Airlines
Tue 4/216:10 am
MDW
- BWI
1 stop9h 44m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$186
Best flights from Maryland to MidwayDiscover carefully curated flight deals from Maryland to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
Discover carefully curated flight deals from Maryland to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
This Southwest deal was found by Cheapflights users on 3/29. 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 4/286:20 pm
BWI
- MDW
Nonstop2h 10m
Southwest
Tue 5/57:00 am
MDW
- BWI
Nonstop1h 50m
Southwest
Deal found 3/29![Southwest logo]()
$239
This Delta deal was found by Cheapflights users on 3/28. 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 5/203:08 pm
IAD
- MDW
1 stop7h 01m
Delta
Tue 5/269:22 am
MDW
- IAD
1 stop6h 09m
Delta
Deal found 3/28![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/31. 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.
Sat 5/23:45 pm
PHL
- MDW
Nonstop2h 15m
Southwest
Wed 6/107:45 am
MDW
- PHL
Nonstop2h 05m
Southwest
Deal found 3/31![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 4/1. 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 5/76:00 am
IAD
- MDW
1 stop3h 43m
Delta
Mon 5/116:36 pm
MDW
- IAD
1 stop3h 20m
Delta
Deal found 4/1![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/28. 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 4/299:35 am
BWI
- MDW
Nonstop2h 05m
Southwest
Wed 5/67:40 am
MDW
- BWI
1 stop4h 05m
Southwest
Deal found 3/28![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 3/29. 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 4/286:00 am
IAD
- MDW
1 stop3h 47m
Delta
Tue 5/56:38 pm
MDW
- IAD
1 stop3h 25m
Delta
Deal found 3/29![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/30. 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 5/186:05 am
BWI
- MDW
Nonstop2h 05m
Southwest
Tue 5/2612:50 pm
MDW
- BWI
1 stop3h 30m
Southwest
Deal found 3/30![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 3/30. 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 4/226:00 am
IAD
- MDW
1 stop4h 56m
Delta
Sat 4/256:38 pm
MDW
- IAD
1 stop3h 25m
Delta
Deal found 3/30![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/29. 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 4/287:55 am
DCA
- MDW
Nonstop2h 05m
Southwest
Tue 5/51:55 pm
MDW
- DCA
1 stop3h 45m
Southwest
Deal found 3/29![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 3/28. 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 5/26:00 am
IAD
- MDW
1 stop3h 47m
Delta
Tue 5/59:27 am
MDW
- IAD
1 stop5h 48m
Delta
Deal found 3/28![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/31. 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 5/62:00 pm
PHL
- MDW
Nonstop2h 10m
Southwest
Fri 5/811:40 am
MDW
- PHL
1 stop4h 05m
Southwest
Deal found 3/31![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 3/27. 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 5/236:05 am
DCA
- MDW
1 stop3h 38m
Delta
Tue 5/266:36 pm
MDW
- DCA
1 stop3h 23m
Delta
Deal found 3/27![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/31. 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 5/15:25 pm
PHL
- MDW
1 stop7h 40m
Southwest
Fri 5/87:40 am
MDW
- PHL
Nonstop1h 55m
Southwest
Deal found 3/31![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 3/29. 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 4/226:00 am
DCA
- MDW
1 stop3h 47m
Delta
Sat 4/256:00 am
MDW
- DCA
1 stop4h 29m
Delta
Deal found 3/29![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/29. 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.
Thu 5/79:15 pm
BWI
- MDW
Nonstop2h 05m
Southwest
Sat 5/93:45 pm
MDW
- BWI
1 stop3h 50m
Southwest
Deal found 3/29![Southwest logo]()
$249
This Southwest deal was found by Cheapflights users on 3/31. 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.
Thu 5/2810:45 am
BWI
- MDW
1 stop5h 10m
Southwest
Mon 6/19:25 pm
MDW
- BWI
Nonstop1h 50m
Southwest
Deal found 3/31![Southwest logo]()
$249
This Delta deal was found by Cheapflights users on 4/1. 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 6/96:00 am
IAD
- MDW
1 stop4h 14m
Delta
Thu 6/115:11 pm
MDW
- IAD
1 stop6h 33m
Delta
Deal found 4/1![Delta logo]()
$283
This Southwest deal was found by Cheapflights users on 3/28. 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 4/296:50 pm
DCA
- MDW
1 stop4h 25m
Southwest
Wed 5/61:55 pm
MDW
- DCA
1 stop3h 45m
Southwest
Deal found 3/28![Southwest logo]()
$254
This Delta deal was found by Cheapflights users on 3/31. 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 5/306:08 am
IAD
- MDW
1 stop4h 51m
Delta
Mon 6/16:36 pm
MDW
- IAD
1 stop3h 20m
Delta
Deal found 3/31![Delta logo]()
$284
This Southwest deal was found by Cheapflights users on 3/27. 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 5/209:55 am
DCA
- MDW
Nonstop2h 00m
Southwest
Mon 5/258:20 am
MDW
- DCA
Nonstop1h 50m
Southwest
Deal found 3/27![Southwest logo]()
$264
This Delta deal was found by Cheapflights users on 3/31. 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 5/1410:00 am
PHL
- MDW
1 stop3h 42m
Delta
Sat 5/166:36 pm
MDW
- PHL
1 stop3h 31m
Delta
Deal found 3/31![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 3/27. 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 4/246:35 pm
PHL
- MDW
1 stop6h 20m
Southwest
Fri 5/16:45 pm
MDW
- PHL
Nonstop2h 00m
Southwest
Deal found 3/27![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 3/27. 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 5/286:00 am
IAD
- MDW
1 stop3h 43m
Delta
Mon 6/112:53 pm
MDW
- IAD
1 stop4h 50m
Delta
Deal found 3/27![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 3/29. 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 5/114:30 pm
PHL
- MDW
2 stops7h 15m
Southwest
Tue 5/198:00 am
MDW
- PHL
2 stops7h 50m
Southwest
Deal found 3/29![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 3/27. 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 7/289:39 am
DCA
- MDW
1 stop3h 54m
Delta
Sat 8/86:35 pm
MDW
- DCA
1 stop3h 20m
Delta
Deal found 3/27![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 3/27. 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 5/276:30 am
BWI
- MDW
Nonstop2h 05m
Southwest
Tue 6/27:00 am
MDW
- BWI
Nonstop1h 50m
Southwest
Deal found 3/27![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 3/29. 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.
Sun 5/106:00 am
IAD
- MDW
1 stop3h 43m
Delta
Wed 5/135:10 pm
MDW
- IAD
1 stop6h 41m
Delta
Deal found 3/29![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 4/1. 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 6/16:05 am
BWI
- MDW
Nonstop2h 05m
Southwest
Fri 6/58:50 pm
MDW
- BWI
Nonstop1h 55m
Southwest
Deal found 4/1![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 3/27. 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 5/96:00 am
IAD
- MDW
1 stop3h 43m
Delta
Sun 5/176:36 pm
MDW
- IAD
1 stop3h 20m
Delta
Deal found 3/27![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 3/27. 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 6/53:20 pm
BWI
- MDW
1 stop3h 35m
Southwest
Tue 6/912:55 pm
MDW
- BWI
1 stop3h 25m
Southwest
Deal found 3/27![Southwest logo]()
$285
Last-minute flights from Maryland to MidwayDiscover last-minute flight deals from Maryland to Midway. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Maryland to Midway. Data last updated April 1, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/31. 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 4/1510:52 am
PHL
- MDW
1 stop12h 22m
Frontier
Sat 4/187:34 pm
MDW
- PHL
1 stop11h 36m
Frontier
Deal found 3/31![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 3/31. 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 4/1512:17 pm
BWI
- MDW
1 stop10h 57m
Frontier
Sat 4/186:00 am
MDW
- BWI
1 stop9h 58m
Frontier
Deal found 3/31![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Wed 4/152:36 pm
BWI
- MDW
2 stops32h 43m
Multiple Airlines
Wed 4/226:15 am
MDW
- BWI
1 stop9h 39m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Thu 4/162:30 pm
BWI
- MDW
1 stop18h 29m
Multiple Airlines
Mon 4/202:15 pm
MDW
- BWI
1 stop20h 07m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Thu 4/1610:00 pm
BWI
- MDW
1 stop10h 59m
Frontier
Tue 4/216:10 am
MDW
- BWI
1 stop9h 44m
Frontier
Deal found 4/1![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Sat 4/189:38 am
BWI
- MDW
1 stop7h 22m
Frontier
Wed 4/226:15 am
MDW
- BWI
1 stop17h 29m
Frontier
Deal found 3/30![Frontier logo]()
$183
This Frontier deal was found by Cheapflights users on 3/30. 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.
Sun 4/1910:38 pm
PHL
- MDW
1 stop10h 26m
Frontier
Wed 4/292:15 pm
MDW
- PHL
1 stop9h 39m
Frontier
Deal found 3/30![Frontier logo]()
$181
This Trip.com deal was found by Cheapflights users on 3/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2310:00 pm
BWI
- MDW
1 stop20h 54m
Frontier
Mon 4/272:15 pm
MDW
- BWI
1 stop9h 29m
Frontier
Deal found 3/28![Frontier logo]()
$173
This Frontier deal was found by Cheapflights users on 3/27. 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.
Tue 4/2812:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Thu 5/76:00 am
MDW
- BWI
1 stop8h 46m
Frontier
Deal found 3/27![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Wed 4/2912:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Sun 5/36:00 am
MDW
- BWI
1 stop25h 02m
Frontier
Deal found 3/30![Frontier logo]()
$184
This Frontier deal was found by Cheapflights users on 3/31. 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 4/2911:02 am
PHL
- MDW
1 stop9h 29m
Frontier
Thu 6/1112:27 pm
MDW
- PHL
1 stop9h 02m
Frontier
Deal found 3/31![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 3/31. 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.
Sat 5/25:53 pm
BWI
- MDW
1 stop5h 21m
Frontier
Fri 5/86:00 am
MDW
- BWI
1 stop9h 22m
Frontier
Deal found 3/31![Frontier logo]()
$182
One-way flights from Maryland to MidwaySearch for one-way flight options from Maryland to Midway. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from Maryland to Midway. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Fri 4/1710:38 pm
PHL
- MDW
1 stop18h 22m
Frontier
Deal found 3/28![Frontier logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Thu 4/167:00 am
PHL
- MDW
1 stop16h 19m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$88
This Super.com deal was found by Cheapflights users on 3/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:10 am
PHL
- MDW
1 stop9h 02m
Frontier
Deal found 3/31![Frontier logo]()
$89
This Super.com deal was found by Cheapflights users on 3/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/133:19 pm
BWI
- MDW
1 stop8h 00m
Frontier
Deal found 3/27![Frontier logo]()
$89
This Frontier deal was found by Cheapflights users on 3/31. 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.
Sun 6/76:30 am
PHL
- MDW
1 stop5h 42m
Frontier
Deal found 3/31![Frontier logo]()
$90
This Frontier deal was found by Cheapflights users on 3/31. 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.
Thu 4/165:58 pm
BWI
- MDW
1 stop5h 21m
Frontier
Deal found 3/31![Frontier logo]()
$90
This Trip.com deal was found by Cheapflights users on 3/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Deal found 3/28![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Mon 4/207:00 am
PHL
- MDW
1 stop16h 19m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$92
This Trip.com deal was found by Cheapflights users on 3/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Deal found 3/30![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 3/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1510:52 am
PHL
- MDW
1 stop9h 39m
Frontier
Deal found 3/27![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 3/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2712:27 pm
BWI
- MDW
1 stop10h 52m
Frontier
Deal found 3/28![Frontier logo]()
$94
This Priceline deal was found by Cheapflights users on 3/31. 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.
Tue 6/304:35 pm
PHL
- MDW
1 stop6h 36m
Frontier
Deal found 3/31![Frontier logo]()
$95
Find flight deals from Maryland to Midway
Keep the following information in mind while searching for Maryland to Midway flight deals. Data was last updated April 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $173 (Trip.com) |
One-way from | $84 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $297 |
Good round-trip deal | $295 or less |
Good one-way deal | $201 or less |
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 April 1, 2026.
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
Cheapest round-trip
BaltimoreChicago
BWI - MDW
BWIMDW
Baltimore/Washington
Tue 4/28
6:20 pm-7:30 pm
Nonstop2h 10m
Chicago Midway
Tue 5/5
7:00 am-9:50 am
Nonstop1h 50m
$239
PhiladelphiaChicago
PHL - MDW
PHLMDW
Philadelphia
Sat 5/2
3:45 pm-5:00 pm
Nonstop2h 15m
Chicago Midway
Wed 6/10
7:45 am-10:50 am
Nonstop2h 05m
$242
BaltimoreChicago
BWI - MDW
BWIMDW
Baltimore/Washington
Wed 4/29
9:35 am-10:40 am
Nonstop2h 05m
Chicago Midway
Wed 5/6
7:40 am-12:45 pm
1 stop4h 05m
$245
BaltimoreChicago
BWI - MDW
BWIMDW
Baltimore/Washington
Mon 5/18
6:05 am-7:10 am
Nonstop2h 05m
Chicago Midway
Tue 5/26
12:50 pm-5:20 pm
1 stop3h 30m
$245
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Tue 4/28
7:55 am-9:00 am
Nonstop2h 05m
Chicago Midway
Tue 5/5
1:55 pm-6:40 pm
1 stop3h 45m
$245
PhiladelphiaChicago
PHL - MDW
PHLMDW
Philadelphia
Wed 5/6
2:00 pm-3:10 pm
Nonstop2h 10m
Chicago Midway
Fri 5/8
11:40 am-4:45 pm
1 stop4h 05m
$247
PhiladelphiaChicago
PHL - MDW
PHLMDW
Philadelphia
Fri 5/1
5:25 pm-12:05 am
1 stop7h 40m
Chicago Midway
Fri 5/8
7:40 am-10:35 am
Nonstop1h 55m
$247
BaltimoreChicago
BWI - MDW
BWIMDW
Baltimore/Washington
Thu 5/7
9:15 pm-10:20 pm
Nonstop2h 05m
Chicago Midway
Sat 5/9
3:45 pm-8:35 pm
1 stop3h 50m
$249
BaltimoreChicago
BWI - MDW
BWIMDW
Baltimore/Washington
Thu 5/28
10:45 am-2:55 pm
1 stop5h 10m
Chicago Midway
Mon 6/1
9:25 pm-12:15 am
Nonstop1h 50m
$249
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Wed 4/29
6:50 pm-10:15 pm
1 stop4h 25m
Chicago Midway
Wed 5/6
1:55 pm-6:40 pm
1 stop3h 45m
$254
Showing 1-10 of 60 resultsSorted by cheapest first
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.
BWI-MDW
IAD-MDW
PHL-MDW
DCA-MDW
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.
Cheapflights Insights
Everything you need to know about your flight from Maryland to Chicago Midway Airport
USMD-MDW
BWI-MDW
IAD-MDW
PHL-MDW
DCA-MDW
What is the cheapest month to book a flight from Maryland to Chicago Midway Airport?
Currently, September is the cheapest month in which you can book a flight from Maryland to Chicago Midway Airport (average of $64). Flying from Maryland to Chicago Midway Airport in February is currently the most expensive (average of $178). 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 April 1, 2026.
It’s optimal to fly from Maryland to Chicago Midway Airport in the afternoon. By choosing this option you can save up to 41% on the cost of your flight, compared to a flight in the morning.
What is the cheapest day to fly from Maryland to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Maryland to Midway. Price data was last updated on March 28, 2026.
Travelers seeking maximum savings on their Maryland to Chicago Midway Airport flight should consider departing on Monday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
How much does it cost to fly round-trip from Maryland to Chicago Midway Airport?
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 Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse 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
Complete your trip
Flights by cabin class
Midway flight routes
Other flight options
Popular flights
Top destinations
Alternative routes for Maryland to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Maryland to Midway by cabin class
Find flights from Maryland to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 1, 2026.
Maryland and Midway flights
Browse other Maryland and Midway flight options. Last updated on April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Maryland to Midway flights
Consider these flights traveling from Maryland to Midway.
Top 2 airlines flying from Maryland to Midway
Discover the top 2 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 April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$95 | Average$172 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$159 | Average$292 | FlexibilityNo cancel fee | On-time63% |