$93+ 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 6/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BWI
May 1 — May 81
Round-trip
1 adult, Economy
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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 1, 2026.
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 1, 2026.
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:49 pm
MDW
- BWI
1 stop25h 02m
Frontier
Tue 4/2812:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Deal found 3/30![Frontier logo]()
$147
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 4/276:00 am
MDW
- BWI
1 stop10h 00m
Frontier
Tue 4/2812:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Deal found 3/31![Frontier logo]()
$155
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 4/306:00 am
MDW
- BWI
1 stop10h 11m
Frontier
Tue 5/56:45 am
BWI
- MDW
1 stop5h 27m
Frontier
Deal found 3/31![Frontier logo]()
$160
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:15 pm
MDW
- BWI
1 stop9h 29m
Frontier
Wed 4/2212:17 pm
BWI
- MDW
1 stop10h 57m
Frontier
Deal found 4/1![Frontier logo]()
$161
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:14 am
MDW
- BWI
1 stop8h 06m
Frontier
Thu 4/2310:00 pm
BWI
- MDW
1 stop20h 54m
Frontier
Deal found 3/29![Frontier logo]()
$162
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
MDW
- BWI
1 stop11h 28m
Frontier
Mon 5/186:45 am
BWI
- MDW
1 stop5h 24m
Frontier
Deal found 3/27![Frontier logo]()
$166
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:49 pm
MDW
- BWI
1 stop25h 02m
Frontier
Mon 4/2712:27 pm
BWI
- MDW
1 stop10h 52m
Frontier
Deal found 3/31![Frontier logo]()
$172
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 4/287:00 am
MDW
- BWI
Nonstop1h 50m
Southwest
Tue 5/56:30 am
BWI
- MDW
Nonstop2h 05m
Southwest
Deal found 3/31![Southwest logo]()
$177
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.
Thu 5/76:00 am
MDW
- BWI
1 stop8h 46m
Frontier
Mon 5/116:45 am
BWI
- MDW
1 stop5h 24m
Frontier
Deal found 3/30![Frontier logo]()
$179
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 4/162:15 pm
MDW
- PHL
1 stop9h 39m
Frontier
Thu 4/309:17 am
PHL
- MDW
1 stop11h 14m
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.
Mon 4/132:56 pm
MDW
- BWI
1 stop8h 48m
Frontier
Tue 4/1412:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Deal found 3/30![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.
Mon 4/202:15 pm
MDW
- PHL
1 stop9h 39m
Frontier
Sat 5/25:05 am
PHL
- MDW
1 stop12h 08m
Frontier
Deal found 3/30![Frontier logo]()
$181
Best flights from Midway to MarylandDiscover carefully curated flight deals from Midway to Maryland 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 Midway to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
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 6/29:23 am
MDW
- BWI
1 stop7h 41m
Delta
Tue 6/912:32 pm
BWI
- MDW
1 stop6h 59m
Delta
Deal found 4/1![Delta logo]()
$197
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.
Tue 6/27:50 am
MDW
- BWI
1 stop3h 10m
Southwest
Sat 6/64:30 pm
BWI
- MDW
1 stop3h 45m
Southwest
Deal found 4/1![Southwest logo]()
$219
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 6/26:36 pm
MDW
- BWI
1 stop3h 41m
Delta
Wed 6/39:25 am
BWI
- MDW
1 stop4h 17m
Delta
Deal found 4/1![Delta logo]()
$197
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.
Wed 4/227:50 am
MDW
- BWI
1 stop3h 10m
Southwest
Wed 4/293:10 pm
BWI
- MDW
Nonstop2h 05m
Southwest
Deal found 3/30![Southwest logo]()
$229
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.
Sun 4/267:40 am
MDW
- PHL
Nonstop1h 55m
Southwest
Tue 4/2811:35 am
PHL
- MDW
Nonstop2h 05m
Southwest
Deal found 3/27![Southwest logo]()
$237
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.
Mon 6/16:36 pm
MDW
- IAD
1 stop3h 20m
Delta
Wed 6/33:08 pm
IAD
- MDW
1 stop7h 01m
Delta
Deal found 3/30![Delta logo]()
$248
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.
Wed 5/135:00 pm
MDW
- BWI
Nonstop1h 50m
Southwest
Wed 5/206:30 am
BWI
- MDW
Nonstop2h 05m
Southwest
Deal found 3/29![Southwest logo]()
$239
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.
Fri 5/16:00 am
MDW
- PHL
1 stop7h 36m
Delta
Mon 5/46:29 pm
PHL
- MDW
1 stop4h 59m
Delta
Deal found 3/29![Delta logo]()
$257
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.
Mon 5/119:25 pm
MDW
- BWI
Nonstop1h 50m
Southwest
Mon 5/186:05 am
BWI
- MDW
Nonstop2h 05m
Southwest
Deal found 3/27![Southwest logo]()
$239
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.
Mon 4/276:38 pm
MDW
- IAD
1 stop3h 25m
Delta
Mon 5/45:27 pm
IAD
- MDW
1 stop6h 01m
Delta
Deal found 3/30![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.
Thu 4/308:05 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Sat 5/24:45 pm
DCA
- MDW
Nonstop2h 00m
Southwest
Deal found 3/30![Southwest logo]()
$239
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 4/306:00 am
MDW
- IAD
1 stop4h 42m
Delta
Sat 5/26:00 am
IAD
- MDW
1 stop3h 47m
Delta
Deal found 3/31![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 5/306:35 pm
MDW
- DCA
Nonstop1h 55m
Southwest
Tue 6/212:00 pm
DCA
- MDW
1 stop5h 55m
Southwest
Deal found 3/31![Southwest logo]()
$243
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 5/266:36 pm
MDW
- IAD
1 stop3h 20m
Delta
Thu 5/286:00 am
IAD
- MDW
1 stop3h 43m
Delta
Deal found 3/27![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.
Thu 5/79:00 am
MDW
- BWI
Nonstop1h 50m
Southwest
Mon 5/114:45 pm
BWI
- MDW
1 stop4h 20m
Southwest
Deal found 3/30![Southwest logo]()
$245
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.
Tue 5/1212:50 pm
MDW
- BWI
1 stop3h 35m
Southwest
Tue 5/199:35 am
BWI
- MDW
Nonstop2h 05m
Southwest
Deal found 3/27![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.
Thu 4/309:29 am
MDW
- DCA
1 stop7h 33m
Delta
Tue 5/54:00 pm
DCA
- MDW
1 stop7h 28m
Delta
Deal found 3/30![Delta logo]()
$279
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 5/66:05 am
MDW
- DCA
Nonstop1h 50m
Southwest
Mon 5/112:45 pm
DCA
- MDW
1 stop4h 05m
Southwest
Deal found 3/27![Southwest logo]()
$245
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.
Tue 5/51:55 pm
MDW
- DCA
1 stop3h 45m
Southwest
Thu 5/79:35 pm
DCA
- MDW
Nonstop2h 00m
Southwest
Deal found 3/27![Southwest logo]()
$245
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 6/306:05 am
MDW
- IAD
1 stop4h 23m
Delta
Mon 7/610:16 am
IAD
- MDW
1 stop7h 00m
Delta
Deal found 3/27![Delta logo]()
$309
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 5/912:10 pm
MDW
- PHL
Nonstop1h 55m
Southwest
Sun 5/106:20 am
PHL
- MDW
1 stop6h 50m
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.
Thu 5/79:22 am
MDW
- IAD
1 stop6h 09m
Delta
Mon 5/115:33 pm
IAD
- MDW
1 stop4h 36m
Delta
Deal found 3/29![Delta logo]()
$309
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 5/3012:05 pm
MDW
- BWI
Nonstop1h 50m
Southwest
Tue 6/26:30 am
BWI
- MDW
Nonstop2h 05m
Southwest
Deal found 3/31![Southwest logo]()
$256
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.
Fri 6/261:16 pm
MDW
- DCA
1 stop4h 43m
Delta
Mon 6/297:45 am
DCA
- MDW
1 stop6h 24m
Delta
Deal found 3/29![Delta logo]()
$319
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 4/273:25 pm
MDW
- PHL
Nonstop2h 00m
Southwest
Mon 5/411:10 am
PHL
- MDW
Nonstop2h 10m
Southwest
Deal found 4/1![Southwest logo]()
$257
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 4/185:21 pm
MDW
- IAD
1 stop6h 06m
Delta
Sun 4/196:00 am
IAD
- MDW
1 stop3h 47m
Delta
Deal found 3/27![Delta logo]()
$324
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.
Thu 5/711:40 am
MDW
- PHL
1 stop4h 05m
Southwest
Sat 5/95:35 am
PHL
- MDW
2 stops12h 40m
Southwest
Deal found 3/30![Southwest logo]()
$262
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.
Wed 7/86:05 am
MDW
- IAD
1 stop4h 32m
Delta
Sun 7/126:00 am
IAD
- MDW
1 stop5h 03m
Delta
Deal found 3/31![Delta logo]()
$339
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.
Sat 5/162:15 pm
MDW
- BWI
1 stop4h 00m
Southwest
Sat 5/235:10 pm
BWI
- MDW
2 stops6h 25m
Southwest
Deal found 4/1![Southwest logo]()
$264
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.
Thu 5/146:36 pm
MDW
- DCA
1 stop3h 23m
Delta
Sun 5/176:05 am
DCA
- MDW
1 stop3h 38m
Delta
Deal found 3/29![Delta logo]()
$349
Last-minute flights from Midway to MarylandDiscover last-minute flight deals from Midway to Maryland. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Maryland. Data last updated April 1, 2026 and is based on user searches.
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:56 pm
MDW
- BWI
1 stop8h 48m
Frontier
Thu 4/168:57 am
BWI
- MDW
1 stop11h 34m
Frontier
Deal found 3/30![Frontier logo]()
$180
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:15 pm
MDW
- BWI
1 stop9h 29m
Frontier
Wed 4/2212:17 pm
BWI
- MDW
1 stop10h 57m
Frontier
Deal found 4/1![Frontier logo]()
$161
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:14 am
MDW
- BWI
1 stop8h 06m
Frontier
Thu 4/2310:00 pm
BWI
- MDW
1 stop20h 54m
Frontier
Deal found 3/29![Frontier logo]()
$162
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 4/162:15 pm
MDW
- PHL
1 stop9h 39m
Frontier
Thu 4/309:17 am
PHL
- MDW
1 stop11h 14m
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.
Fri 4/176:00 am
MDW
- BWI
1 stop10h 27m
Frontier
Wed 4/225:49 pm
BWI
- MDW
1 stop5h 25m
Frontier
Deal found 3/31![Frontier logo]()
$181
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.
Mon 4/202:15 pm
MDW
- PHL
1 stop9h 39m
Frontier
Sat 5/25:05 am
PHL
- MDW
1 stop12h 08m
Frontier
Deal found 3/30![Frontier logo]()
$181
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:49 pm
MDW
- BWI
1 stop25h 02m
Frontier
Tue 4/2812:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Deal found 3/30![Frontier logo]()
$147
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:49 pm
MDW
- BWI
1 stop25h 02m
Frontier
Mon 4/2712:27 pm
BWI
- MDW
1 stop10h 52m
Frontier
Deal found 3/31![Frontier logo]()
$172
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 4/276:00 am
MDW
- BWI
1 stop10h 00m
Frontier
Tue 4/2812:17 pm
BWI
- MDW
1 stop8h 14m
Frontier
Deal found 3/31![Frontier logo]()
$155
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 4/287:00 am
MDW
- BWI
Nonstop1h 50m
Southwest
Tue 5/56:30 am
BWI
- MDW
Nonstop2h 05m
Southwest
Deal found 3/31![Southwest 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.
Wed 4/292:15 pm
MDW
- BWI
2 stops18h 02m
Frontier
Wed 5/68:52 am
BWI
- MDW
1 stop14h 10m
Frontier
Deal found 4/1![Frontier logo]()
$179
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:00 am
MDW
- BWI
1 stop10h 11m
Frontier
Sat 5/25:53 pm
BWI
- MDW
1 stop5h 21m
Frontier
Deal found 3/31![Frontier logo]()
$160
One-way flights from Midway to MarylandSearch for one-way flight options from Midway to Maryland. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from Midway to Maryland. 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 3/31. 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 6/226:00 am
MDW
- BWI
1 stop24h 45m
Frontier
Deal found 3/31![Frontier logo]()
$93
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/142:15 pm
MDW
- BWI
1 stop9h 29m
Frontier
Deal found 3/29![Frontier logo]()
$94
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2112:27 pm
MDW
- PHL
1 stop5h 47m
Frontier
Deal found 3/28![Frontier logo]()
$95
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.
Mon 6/112:04 pm
MDW
- BWI
1 stop9h 53m
Frontier
Deal found 3/31![Frontier logo]()
$95
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 5/276:00 am
MDW
- PHL
1 stop12h 10m
Frontier
Deal found 3/31![Frontier logo]()
$96
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 5/286:00 am
MDW
- BWI
1 stop10h 52m
Frontier
Deal found 3/31![Frontier logo]()
$96
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 7/2112:27 pm
MDW
- PHL
1 stop5h 36m
Frontier
Deal found 3/28![Frontier logo]()
$97
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 4/276:00 am
MDW
- PHL
1 stop14h 57m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$98
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 6/2311:05 am
MDW
- BWI
1 stop5h 14m
Delta
Deal found 4/1![Delta logo]()
$99
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.
Mon 5/113:07 pm
MDW
- PHL
1 stop30h 17m
Frontier
Deal found 3/30![Frontier logo]()
$100
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.
Wed 6/106:00 am
MDW
- BWI
1 stop9h 24m
Frontier
Deal found 3/28![Frontier logo]()
$100
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 6/246:00 am
MDW
- PHL
1 stop12h 03m
Frontier
Deal found 3/31![Frontier logo]()
$101
Find 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 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $147 (Booking.com) |
One-way from | $93 (Kiwi.com) |
Popular in | November |
Cheapest in | August |
Average price | $271 |
Good round-trip deal | $331 or less |
Good one-way deal | $191 or less |
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 1, 2026.
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
Cheapest round-trip
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Tue 6/2
9:23 am-6:04 pm
1 stop7h 41m
Baltimore/Washington
Tue 6/9
12:32 pm-6:31 pm
1 stop6h 59m
$197
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Tue 6/2
6:36 pm-11:17 pm
1 stop3h 41m
Baltimore/Washington
Wed 6/3
9:25 am-12:42 pm
1 stop4h 17m
$197
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Tue 6/2
7:50 am-12:00 pm
1 stop3h 10m
Baltimore/Washington
Sat 6/6
4:30 pm-7:15 pm
1 stop3h 45m
$219
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Wed 4/22
7:50 am-12:00 pm
1 stop3h 10m
Baltimore/Washington
Wed 4/29
3:10 pm-4:15 pm
Nonstop2h 05m
$229
ChicagoPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Sun 4/26
7:40 am-10:35 am
Nonstop1h 55m
Philadelphia
Tue 4/28
11:35 am-12:40 pm
Nonstop2h 05m
$237
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Wed 5/13
5:00 pm-7:50 pm
Nonstop1h 50m
Baltimore/Washington
Wed 5/20
6:30 am-7:35 am
Nonstop2h 05m
$239
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Mon 5/11
9:25 pm-12:15 am
Nonstop1h 50m
Baltimore/Washington
Mon 5/18
6:05 am-7:10 am
Nonstop2h 05m
$239
Quickest round-trip
ChicagoWashington, D.C.
MDW - DCA
MDWDCA
Chicago Midway
Thu 4/30
8:05 pm-10:55 pm
Nonstop1h 50m
Washington, D.C. Reagan-National
Sat 5/2
4:45 pm-5:45 pm
Nonstop2h 00m
$239
ChicagoWashington, D.C.
MDW - DCA
MDWDCA
Chicago Midway
Sat 5/30
6:35 pm-9:30 pm
Nonstop1h 55m
Washington, D.C. Reagan-National
Tue 6/2
12:00 pm-4:55 pm
1 stop5h 55m
$243
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Thu 5/7
9:00 am-11:50 am
Nonstop1h 50m
Baltimore/Washington
Mon 5/11
4:45 pm-8:05 pm
1 stop4h 20m
$245
Showing 1-10 of 60 resultsSorted by cheapest first
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.
MDW-PHL
MDW-IAD
MDW-BWI
MDW-DCA
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 Chicago Midway Airport to Maryland
MDW-USMD
MDW-PHL
MDW-IAD
MDW-BWI
MDW-DCA
What is the cheapest month to book a flight from Chicago Midway Airport to Maryland?
Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Maryland (average of $88). Flying from Chicago Midway Airport to Maryland in January is currently the most expensive (average of $219). 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 1, 2026.
It’s optimal to fly from Chicago Midway Airport to Maryland at noon. By choosing this option you can save up to 37% on the cost of your flight, compared to a flight in the evening.
What is the cheapest day to fly from Chicago Midway Airport to Maryland?
Use this chart to determine the cheapest time to fly round-trip from Midway to Maryland. Price data was last updated on March 28, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Maryland flight should consider departing on Monday at noon when fares are most often at their lowest. Sunday afternoons 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 Chicago Midway Airport to Maryland?
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 1, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Maryland, such as Southwest and Frontier. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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
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Complete your trip
Complete your trip to Maryland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Maryland by cabin class
Find flights from Midway to Maryland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Maryland flights
Browse other Midway and Maryland flight options. Last updated on April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Maryland flights
Consider these flights traveling from Midway to Maryland.
Top 2 airlines flying from Midway to Maryland
Discover the top 2 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 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$95 | Average$177 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$159 | Average$299 | FlexibilityNo cancel fee | On-time63% |