$95+ Cheap flights from Midway (MDW) to Maryland
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BWI
Oct 5 — Oct 121
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Maryland with Cheapflights
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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 September 5, 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 September 5, 2026.
This Expedia deal was found by Cheapflights users on 9/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:25 am -
1 stop9h 53m
Tue 9/297:50 am -
1 stop10h 56m
Deal found 9/1![Frontier logo]()
$180
This Expedia deal was found by Cheapflights users on 9/2. 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.
Tue 9/296:25 am -
1 stop10h 49m
Sat 10/312:40 pm -
1 stop6h 11m
Deal found 9/2![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 9/2. 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 9/266:25 am -
1 stop9h 53m
Tue 9/297:50 am -
1 stop10h 56m
Deal found 9/2![Frontier logo]()
$195
This Expedia deal was found by Cheapflights users on 9/3. 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.
Sat 10/36:25 am -
1 stop10h 49m
Mon 10/58:41 am -
1 stop10h 10m
Deal found 9/3![Frontier logo]()
$200
This Expedia deal was found by Cheapflights users on 9/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:25 am -
1 stop9h 53m
Sun 9/277:50 am -
1 stop10h 56m
Deal found 9/1![Frontier logo]()
$200
This Super.com deal was found by Cheapflights users on 9/3. 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 11/36:42 pm -
1 stop11h 39m
Wed 11/412:36 pm -
1 stop6h 11m
Deal found 9/3![Frontier logo]()
$201
This Expedia deal was found by Cheapflights users on 9/3. 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.
Fri 10/306:42 pm -
1 stop11h 39m
Sat 10/3112:36 pm -
1 stop6h 11m
Deal found 9/3![Frontier logo]()
$205
This Super.com deal was found by Cheapflights users on 9/3. 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 11/116:42 pm -
1 stop11h 29m
Wed 11/1812:36 pm -
1 stop6h 11m
Deal found 9/3![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/286:16 am -
1 stop11h 03m
Sun 11/18:30 am -
1 stop10h 17m
Deal found 9/4![Frontier logo]()
$207
This Expedia deal was found by Cheapflights users on 9/3. 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.
Sat 9/266:25 am -
1 stop10h 49m
Sun 9/276:00 am -
1 stop6h 59m
Deal found 9/3![Frontier logo]()
$209
This Expedia deal was found by Cheapflights users on 9/2. 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.
Tue 9/296:25 am -
1 stop9h 53m
Mon 10/57:50 am -
1 stop11h 01m
Deal found 9/2![Frontier logo]()
$209
This Frontier deal was found by Cheapflights users on 9/2. 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 10/246:21 am -
1 stop9h 52m
Wed 10/288:05 am -
1 stop10h 42m
Deal found 9/2![Frontier logo]()
$210
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 September 5, 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 September 5, 2026.
This Southwest deal was found by Cheapflights users on 9/2. 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 11/63:50 pm -
Nonstop1h 55m
Mon 11/911:40 am -
Nonstop2h 10m
Deal found 9/2![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 9/3. 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 10/216:44 pm -
1 stop3h 23m
Sat 10/2412:27 pm -
1 stop6h 33m
Deal found 9/3![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/2. 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 12/411:25 am -
Nonstop1h 50m
Mon 12/77:30 am -
Nonstop2h 20m
Deal found 9/2![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 9/1. 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.
Sat 10/316:44 pm -
1 stop3h 23m
Mon 11/210:10 am -
1 stop6h 07m
Deal found 9/1![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/1. 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.
Wed 9/233:05 pm -
Nonstop1h 50m
Wed 9/3010:35 am -
Nonstop2h 00m
Deal found 9/1![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 9/1. 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 10/296:04 am -
1 stop4h 28m
Sat 10/3111:10 am -
1 stop5h 07m
Deal found 9/1![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/3. 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 10/16:00 am -
Nonstop1h 50m
Sat 10/33:40 pm -
Nonstop2h 00m
Deal found 9/3![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 9/1. 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.
Sat 10/106:44 pm -
1 stop3h 32m
Wed 10/1412:29 pm -
1 stop4h 45m
Deal found 9/1![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/31. 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 11/59:05 pm -
Nonstop1h 50m
Mon 11/99:15 pm -
Nonstop2h 05m
Deal found 8/31![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 9/3. 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 10/34:30 pm -
1 stop7h 11m
Wed 10/76:05 am -
1 stop4h 27m
Deal found 9/3![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/2. 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 10/178:40 am -
1 stop6h 45m
Sat 10/245:55 am -
2 stops11h 15m
Deal found 9/2![Southwest logo]()
$302
This Delta deal was found by Cheapflights users on 9/2. 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 10/136:44 pm -
1 stop3h 32m
Thu 10/156:00 am -
1 stop5h 03m
Deal found 9/2![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/3. 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 10/77:55 am -
1 stop3h 20m
Thu 10/86:15 am -
Nonstop2h 00m
Deal found 9/3![Southwest logo]()
$305
This Delta deal was found by Cheapflights users on 9/3. 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 10/209:29 am -
1 stop5h 59m
Thu 10/226:05 am -
1 stop4h 27m
Deal found 9/3![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/1. 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 10/261:10 pm -
1 stop5h 15m
Wed 10/289:10 am -
Nonstop2h 00m
Deal found 9/1![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 9/1. 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.
Wed 2/105:59 pm -
1 stop4h 03m
Wed 2/176:00 am -
1 stop4h 52m
Deal found 9/1![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/1. 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 10/205:40 am -
Nonstop1h 50m
Sat 10/316:05 am -
2 stops8h 10m
Deal found 9/1![Southwest logo]()
$314
This Delta deal was found by Cheapflights users on 8/31. 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.
Mon 11/239:30 am -
1 stop5h 56m
Fri 11/276:00 am -
1 stop6h 25m
Deal found 8/31![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 9/1. 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 10/38:10 am -
1 stop3h 35m
Sat 10/33:00 pm -
1 stop4h 00m
Deal found 9/1![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 8/31. 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 10/109:29 am -
1 stop5h 47m
Mon 10/126:05 am -
1 stop4h 27m
Deal found 8/31![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 8/31. 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 10/312:30 pm -
Nonstop1h 55m
Mon 10/58:15 pm -
1 stop4h 40m
Deal found 8/31![Southwest logo]()
$321
This Southwest deal was found by Cheapflights users on 8/31. 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.
Mon 11/29:05 pm -
Nonstop1h 50m
Tue 11/31:00 pm -
Nonstop2h 10m
Deal found 8/31![Southwest logo]()
$323
This Delta deal was found by Cheapflights users on 9/1. 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.
Mon 12/289:30 am -
1 stop5h 11m
Fri 1/16:00 am -
1 stop3h 50m
Deal found 9/1![Delta logo]()
$361
This Southwest deal was found by Cheapflights users on 8/31. 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 10/1512:45 pm -
Nonstop1h 50m
Sat 10/175:45 pm -
Nonstop2h 00m
Deal found 8/31![Southwest logo]()
$325
This Delta deal was found by Cheapflights users on 9/3. 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 10/110:48 am -
1 stop4h 29m
Thu 10/86:05 am -
1 stop4h 27m
Deal found 9/3![Delta logo]()
$379
This Southwest deal was found by Cheapflights users on 9/1. 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.
Fri 9/252:30 pm -
1 stop4h 10m
Mon 9/284:50 pm -
1 stop3h 45m
Deal found 9/1![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 9/1. 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.
Fri 9/255:45 am -
Nonstop1h 45m
Mon 9/281:00 pm -
2 stops5h 50m
Deal found 9/1![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 9/4. 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 11/216:45 pm -
Nonstop1h 50m
Tue 11/246:05 am -
1 stop7h 20m
Deal found 9/4![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 9/3. 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 10/82:45 pm -
1 stop7h 30m
Mon 10/126:55 am -
Nonstop2h 05m
Deal found 9/3![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 8/31. 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 9/226:00 am -
1 stop6h 10m
Wed 9/232:45 pm -
2 stops6h 25m
Deal found 8/31![Southwest logo]()
$336
Last-minute flights from Midway to MarylandDiscover last-minute flight deals from Midway to Maryland. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Maryland. Data last updated September 5, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:25 am -
1 stop9h 53m
Tue 9/297:50 am -
1 stop10h 56m
Deal found 9/1![Frontier logo]()
$180
This Expedia deal was found by Cheapflights users on 9/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:25 am -
1 stop9h 53m
Sun 9/277:50 am -
1 stop10h 56m
Deal found 9/1![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 9/2. 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 9/266:25 am -
1 stop9h 53m
Tue 9/297:50 am -
1 stop10h 56m
Deal found 9/2![Frontier logo]()
$195
This Expedia deal was found by Cheapflights users on 9/3. 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.
Sat 9/266:25 am -
1 stop10h 49m
Sun 9/276:00 am -
1 stop6h 59m
Deal found 9/3![Frontier logo]()
$209
This CheapOair deal was found by Cheapflights users on 9/3. 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.
Mon 9/286:46 pm -
1 stop11h 30m
Wed 9/308:41 am -
1 stop10h 10m
Deal found 9/3![Frontier logo]()
$211
This Expedia deal was found by Cheapflights users on 9/2. 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.
Tue 9/296:25 am -
1 stop10h 49m
Sat 10/312:40 pm -
1 stop6h 11m
Deal found 9/2![Frontier logo]()
$195
This Expedia deal was found by Cheapflights users on 9/2. 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.
Tue 9/296:25 am -
1 stop9h 53m
Mon 10/57:50 am -
1 stop11h 01m
Deal found 9/2![Frontier logo]()
$209
This Expedia deal was found by Cheapflights users on 9/3. 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.
Sat 10/36:25 am -
1 stop10h 49m
Mon 10/58:41 am -
1 stop10h 10m
Deal found 9/3![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 9/5. 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 10/206:21 am -
1 stop9h 52m
Tue 10/278:05 am -
1 stop10h 22m
Deal found 9/5![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 9/2. 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 10/246:21 am -
1 stop9h 52m
Wed 10/288:05 am -
1 stop10h 42m
Deal found 9/2![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/286:16 am -
1 stop11h 03m
Sun 11/18:30 am -
1 stop10h 17m
Deal found 9/4![Frontier logo]()
$207
This Expedia deal was found by Cheapflights users on 9/3. 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.
Fri 10/306:42 pm -
1 stop11h 39m
Sat 10/3112:36 pm -
1 stop6h 11m
Deal found 9/3![Frontier logo]()
$205
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 September 5, 2026.
Search for one-way flight options from Midway to Maryland. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This Super.com deal was found by Cheapflights users on 9/2. 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 9/306:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$95
This Expedia deal was found by Cheapflights users on 9/2. 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.
Tue 9/296:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$96
This CheapOair deal was found by Cheapflights users on 8/31. 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.
Tue 9/226:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Frontier logo]()
$97
This Trip.com deal was found by Cheapflights users on 9/2. 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 9/236:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 9/2. 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 10/279:53 am -
1 stop6h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$105
This Super.com deal was found by Cheapflights users on 9/4. 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 11/186:16 am -
1 stop9h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$108
This Super.com deal was found by Cheapflights users on 9/2. 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 10/136:21 am -
1 stop9h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 9/5. 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.
Sat 9/266:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 9/2. 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 10/66:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$111
This CheapOair deal was found by Cheapflights users on 9/2. 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.
Tue 10/279:53 am -
1 stop5h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$113
This Trip.com deal was found by Cheapflights users on 9/3. 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.
Sat 10/36:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$113
This Super.com deal was found by Cheapflights users on 8/31. 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.
Tue 9/156:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Frontier logo]()
$114
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 September 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $180 (Expedia) |
One-way from | $95 (Super.com) |
Popular in | June |
Cheapest in | September |
Average price | $193 |
Good round-trip deal | $278 or less |
Good one-way deal | $193 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 7,457,451 searches. Data last updated September 5, 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
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Sat 11/14
7:25 am-5:12 pm
1 stop8h 47m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Thu 10/22
6:22 am-5:13 pm
1 stop9h 51m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$132
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Tue 9/22
1:00 pm-4:00 pm
Nonstop2h 00m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Tue 3/2
8:10 am-11:10 am
Nonstop2h 00m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Tue 3/2
5:59 pm-11:02 pm
1 stop4h 03m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Sat 2/27
10:35 am-6:19 pm
1 stop6h 44m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoBaltimore
MDW Chicago Midway - BWI Baltimore/Washington
MDWBWI
Chicago Midway
Tue 10/13
5:30 am-8:25 am
Nonstop1h 55m
Baltimore/Washington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$150
ChicagoBaltimore
MDW Chicago Midway - BWI Baltimore/Washington
MDWBWI
Chicago Midway
Sat 11/21
8:55 pm-11:40 pm
Nonstop1h 45m
Baltimore/Washington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$150
Quickest round-trip
ChicagoBaltimore
MDW Chicago Midway - BWI Baltimore/Washington
MDWBWI
Chicago Midway
Wed 11/18
12:50 pm-3:30 pm
Nonstop1h 40m
Baltimore/Washington
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$150
ChicagoWashington, D.C.
MDW Chicago Midway - DCA Washington, D.C. Reagan-National
MDWDCA
Chicago Midway
Sat 11/7
1:05 pm-3:55 pm
Nonstop1h 50m
Washington, D.C. Reagan-National
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$150
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-IAD
MDW-PHL
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-IAD
MDW-PHL
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 $182). Flying from Chicago Midway Airport to Maryland in March is currently the most expensive (average of $578). 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 September 5, 2026.
It’s optimal to fly from Chicago Midway Airport to Maryland at noon. By choosing this option you can save up to 34% on the cost of your flight, compared to a flight in the evening.
How much does it cost to fly round-trip from Chicago Midway Airport to Maryland?
Airfare is above average for this route at the moment.
Chicago Midway Airport to Maryland flights typically cost between $182 and $189 in September.The cheapest round-trip price found within the last 5 days was $222 on Frontier (Sep 23-Sep 24).
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 September 5, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Maryland flight should consider departing on Thursday 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.
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 September 5, 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.
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
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
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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 September 5, 2026.
Popular flight searches
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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 7,457,451 searches. Data last updated September 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$182 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$328 | FlexibilityNo cancel fee | On-time63% |