$70+ Cheap flights from Michigan 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — MDW
Apr 22 — Apr 291
Round-trip
1 adult, Economy
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Find cheap flights from Michigan 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
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Cheapest flights from Michigan to MidwayExplore the most affordable flight options available from Michigan to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.
Explore the most affordable flight options available from Michigan to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.
This Southwest deal was found by Cheapflights users on 3/22. 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 4/225:05 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Wed 4/229:40 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 3/22![Southwest logo]()
$170
This Frontier deal was found by Cheapflights users on 3/23. 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 4/79:02 am
DTW
- MDW
1 stop12h 05m
Frontier
Sat 4/116:40 am
MDW
- DTW
1 stop11h 00m
Frontier
Deal found 3/23![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/255:09 pm
DTW
- MDW
1 stop6h 05m
Frontier
Sun 4/266:00 am
MDW
- DTW
1 stop26h 10m
Frontier
Deal found 3/22![Frontier logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 4/185:09 pm
DTW
- MDW
1 stop6h 05m
Multiple Airlines
Mon 4/207:30 am
MDW
- DTW
1 stop23h 32m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$190
This Southwest deal was found by Cheapflights users on 3/22. 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 4/216:10 am
DTW
- MDW
2 stops10h 35m
Southwest
Tue 4/284:40 pm
MDW
- DTW
1 stop3h 35m
Southwest
Deal found 3/22![Southwest logo]()
$196
This Southwest deal was found by Cheapflights users on 3/22. 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 4/258:35 am
DTW
- MDW
Nonstop1h 20m
Southwest
Tue 4/281:25 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 3/22![Southwest logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 4/1610:19 am
DTW
- MDW
2 stops13h 00m
Frontier
Sat 4/186:00 am
MDW
- DTW
1 stop9h 14m
Frontier
Deal found 3/20![Frontier logo]()
$200
This Expedia deal was found by Cheapflights users on 3/22. 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 5/11:42 pm
DTW
- MDW
1 stop6h 49m
Frontier
Mon 5/46:00 am
MDW
- DTW
1 stop10h 30m
Frontier
Deal found 3/22![Frontier logo]()
$201
This Frontier deal was found by Cheapflights users on 3/19. 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 4/1512:48 pm
DTW
- MDW
1 stop10h 26m
Frontier
Fri 4/176:00 am
MDW
- DTW
1 stop9h 14m
Frontier
Deal found 3/19![Frontier logo]()
$205
This Frontier deal was found by Cheapflights users on 3/21. 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 4/185:09 pm
DTW
- MDW
1 stop6h 05m
Frontier
Mon 4/206:00 am
MDW
- DTW
1 stop10h 45m
Frontier
Deal found 3/21![Frontier logo]()
$206
This Expedia deal was found by Cheapflights users on 3/20. 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 8/195:40 pm
DTW
- MDW
1 stop5h 31m
Frontier
Fri 8/216:00 am
MDW
- DTW
1 stop9h 40m
Frontier
Deal found 3/20![Frontier logo]()
$210
This Delta deal was found by Cheapflights users on 3/19. 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 4/185:29 am
GRR
- MDW
1 stop4h 18m
Delta
Mon 4/206:38 pm
MDW
- GRR
1 stop4h 19m
Delta
Deal found 3/19![Delta logo]()
$211
Best flights from Michigan to MidwayDiscover carefully curated flight deals from Michigan to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
Discover carefully curated flight deals from Michigan to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
This Delta deal was found by Cheapflights users on 3/19. 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 4/185:29 am
GRR
- MDW
1 stop4h 18m
Delta
Mon 4/206:38 pm
MDW
- GRR
1 stop4h 19m
Delta
Deal found 3/19![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 3/22. 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 4/238:30 pm
DTW
- MDW
Nonstop1h 15m
Southwest
Mon 4/277:05 pm
MDW
- DTW
Nonstop1h 05m
Southwest
Deal found 3/22![Southwest logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 5/18:30 am
FNT
- MDW
2 stops14h 56m
Multiple Airlines
Sun 5/36:20 am
MDW
- FNT
1 stop13h 28m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 4/1510:00 am
FNT
- MDW
1 stop23h 26m
Allegiant Air
Thu 4/167:12 pm
MDW
- FNT
1 stop17h 28m
Allegiant Air
Deal found 3/21![Allegiant Air logo]()
$450
This Delta deal was found by Cheapflights users on 3/19. 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 8/243:30 pm
MBS
- MDW
1 stop4h 01m
Delta
Sat 8/299:30 am
MDW
- MBS
1 stop4h 22m
Delta
Deal found 3/19![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 3/23. 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 5/78:15 pm
DTW
- MDW
1 stop3h 30m
Southwest
Thu 5/148:00 am
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 3/23![Southwest logo]()
$239
This Delta deal was found by Cheapflights users on 3/19. 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 4/223:50 pm
GRR
- MDW
1 stop3h 08m
Delta
Sat 4/259:27 am
MDW
- GRR
1 stop4h 42m
Delta
Deal found 3/19![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 3/18. 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 4/1612:30 pm
GRR
- MDW
Nonstop1h 00m
Southwest
Sun 4/1910:00 am
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 3/18![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 3/18. 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 4/235:30 am
AZO
- MDW
1 stop4h 17m
Delta
Mon 4/276:38 pm
MDW
- AZO
1 stop2h 57m
Delta
Deal found 3/18![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 3/21. 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 5/57:40 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Tue 5/127:40 am
MDW
- DTW
Nonstop1h 05m
Southwest
Deal found 3/21![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 3/20. 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 5/25:30 am
AZO
- MDW
1 stop4h 17m
Delta
Sun 5/31:24 pm
MDW
- AZO
1 stop3h 05m
Delta
Deal found 3/20![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 3/18. 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 4/157:00 am
DTW
- MDW
1 stop5h 35m
Southwest
Wed 4/221:25 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 3/18![Southwest logo]()
$266
This Delta deal was found by Cheapflights users on 3/19. 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 4/225:40 pm
DTW
- MDW
Nonstop1h 18m
Delta
Tue 4/286:38 pm
MDW
- DTW
Nonstop1h 15m
Delta
Deal found 3/19![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 3/22. 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 9/196:30 am
GRR
- MDW
Nonstop1h 10m
Southwest
Sat 9/265:55 am
MDW
- GRR
1 stop4h 25m
Southwest
Deal found 3/22![Southwest logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 4/96:00 am
FNT
- MDW
2 stops16h 21m
Multiple Airlines
Sun 4/125:47 pm
MDW
- FNT
1 stop18h 53m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 3/20. 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 7/153:30 pm
MBS
- MDW
1 stop4h 01m
Delta
Tue 7/219:30 am
MDW
- MBS
1 stop4h 22m
Delta
Deal found 3/20![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/18. 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 4/185:05 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 4/208:00 am
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 3/18![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 3/21. 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 5/13:55 pm
MBS
- MDW
1 stop3h 03m
Delta
Sun 5/39:27 am
MDW
- MBS
1 stop4h 44m
Delta
Deal found 3/21![Delta logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Sun 4/197:00 am
FNT
- MDW
1 stop26h 04m
Multiple Airlines
Fri 4/246:49 pm
MDW
- FNT
1 stop17h 17m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$427
This Southwest deal was found by Cheapflights users on 3/21. 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 4/228:10 am
GRR
- MDW
1 stop9h 05m
Southwest
Wed 4/229:40 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 3/21![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 3/23. 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 4/186:10 am
MBS
- MDW
1 stop3h 37m
Delta
Mon 4/209:27 am
MDW
- MBS
1 stop4h 44m
Delta
Deal found 3/23![Delta logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 8/34:45 pm
FNT
- MDW
2 stops19h 27m
Multiple Airlines
Thu 8/139:14 am
MDW
- FNT
1 stop13h 24m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 3/23. 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 4/195:30 am
GRR
- MDW
2 stops8h 35m
Southwest
Wed 4/2210:15 am
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 3/23![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 3/20. 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 5/153:38 pm
MBS
- MDW
1 stop3h 55m
Delta
Sun 5/179:22 am
MDW
- MBS
1 stop4h 36m
Delta
Deal found 3/20![Delta logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/248:30 am
FNT
- MDW
2 stops14h 56m
Multiple Airlines
Sun 4/265:47 pm
MDW
- FNT
1 stop18h 53m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$446
This Southwest deal was found by Cheapflights users on 3/19. 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 4/258:35 am
DTW
- MDW
Nonstop1h 20m
Southwest
Sun 4/2612:55 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 3/19![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 3/20. 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 5/223:38 pm
MBS
- MDW
1 stop3h 55m
Delta
Sun 5/246:36 pm
MDW
- MBS
1 stop2h 32m
Delta
Deal found 3/20![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 3/22. 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 5/86:50 am
MBS
- MDW
1 stop2h 53m
Delta
Sun 5/109:22 am
MDW
- MBS
1 stop4h 36m
Delta
Deal found 3/22![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/23. 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 6/116:00 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Sun 6/146:10 am
MDW
- GRR
1 stop6h 15m
Southwest
Deal found 3/23![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 3/21. 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 9/56:00 am
TVC
- MDW
1 stop3h 42m
Delta
Mon 9/75:59 pm
MDW
- TVC
1 stop4h 04m
Delta
Deal found 3/21![Delta logo]()
$259
Last-minute flights from Michigan to MidwayDiscover last-minute flight deals from Michigan to Midway. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Michigan to Midway. Data last updated March 23, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/21. 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 4/93:07 pm
DTW
- MDW
1 stop7h 14m
Frontier
Sat 4/116:40 am
MDW
- DTW
1 stop11h 00m
Frontier
Deal found 3/21![Frontier logo]()
$201
This Frontier deal was found by Cheapflights users on 3/19. 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 4/1512:48 pm
DTW
- MDW
1 stop10h 26m
Frontier
Fri 4/176:00 am
MDW
- DTW
1 stop9h 14m
Frontier
Deal found 3/19![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 4/1610:19 am
DTW
- MDW
2 stops13h 00m
Frontier
Sat 4/186:00 am
MDW
- DTW
1 stop9h 14m
Frontier
Deal found 3/20![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/1710:10 pm
DTW
- MDW
2 stops25h 04m
Frontier
Wed 4/226:15 am
MDW
- DTW
1 stop10h 52m
Frontier
Deal found 3/18![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 4/185:09 pm
DTW
- MDW
1 stop6h 05m
Multiple Airlines
Mon 4/207:30 am
MDW
- DTW
1 stop23h 32m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$190
This Frontier deal was found by Cheapflights users on 3/21. 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 4/185:09 pm
DTW
- MDW
1 stop6h 05m
Frontier
Mon 4/206:00 am
MDW
- DTW
1 stop10h 45m
Frontier
Deal found 3/21![Frontier logo]()
$206
This Delta deal was found by Cheapflights users on 3/19. 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 4/185:29 am
GRR
- MDW
1 stop4h 18m
Delta
Mon 4/206:38 pm
MDW
- GRR
1 stop4h 19m
Delta
Deal found 3/19![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 3/22. 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 4/216:10 am
DTW
- MDW
2 stops10h 35m
Southwest
Tue 4/284:40 pm
MDW
- DTW
1 stop3h 35m
Southwest
Deal found 3/22![Southwest logo]()
$196
This Southwest deal was found by Cheapflights users on 3/22. 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 4/225:05 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Wed 4/229:40 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 3/22![Southwest logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/248:30 pm
DTW
- MDW
1 stop17h 30m
Multiple Airlines
Mon 4/277:30 am
MDW
- DTW
1 stop23h 32m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/255:09 pm
DTW
- MDW
1 stop6h 05m
Frontier
Sun 4/266:00 am
MDW
- DTW
1 stop26h 10m
Frontier
Deal found 3/22![Frontier logo]()
$189
This Southwest deal was found by Cheapflights users on 3/22. 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 4/258:35 am
DTW
- MDW
Nonstop1h 20m
Southwest
Tue 4/281:25 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 3/22![Southwest logo]()
$197
One-way flights from Michigan to MidwaySearch for one-way flight options from Michigan to Midway. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
Search for one-way flight options from Michigan to Midway. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This Frontier deal was found by Cheapflights users on 3/20. 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 4/2112:33 pm
DTW
- MDW
1 stop7h 58m
Frontier
Deal found 3/20![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 5/66:20 am
DTW
- MDW
1 stop5h 49m
Frontier
Deal found 3/18![Frontier logo]()
$72
This Frontier deal was found by Cheapflights users on 3/22. 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 4/201:42 pm
DTW
- MDW
1 stop9h 37m
Frontier
Deal found 3/22![Frontier logo]()
$76
This Southwest deal was found by Cheapflights users on 3/20. 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 5/191:00 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Deal found 3/20![Southwest logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/139:53 pm
DTW
- MDW
1 stop16h 07m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$80
This Southwest deal was found by Cheapflights users on 3/23. 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 4/228:15 am
DTW
- MDW
Nonstop1h 15m
Southwest
Deal found 3/23![Southwest logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/89:02 am
DTW
- MDW
1 stop14h 17m
Frontier
Deal found 3/18![Frontier logo]()
$84
This Southwest deal was found by Cheapflights users on 3/23. 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 4/215:05 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Deal found 3/23![Southwest logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Tue 5/51:31 pm
DTW
- MDW
1 stop9h 31m
Frontier
Deal found 3/20![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 4/1812:40 pm
DTW
- MDW
1 stop6h 57m
Frontier
Deal found 3/19![Frontier logo]()
$88
This Delta deal was found by Cheapflights users on 3/20. 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 4/215:29 am
GRR
- MDW
1 stop4h 18m
Delta
Deal found 3/20![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 3/23. 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 4/223:50 pm
GRR
- MDW
1 stop3h 08m
Delta
Deal found 3/23![Delta logo]()
$95
Find flight deals from Michigan to Midway
Keep the following information in mind while searching for Michigan to Midway flight deals. Data was last updated March 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (Southwest) |
One-way from | $70 (Frontier) |
Popular in | May |
Cheapest in | September |
Average price | $291 |
Good round-trip deal | $388 or less |
Good one-way deal | $198 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Michigan 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 March 23, 2026.
Use the filters below to find and compare flights from Michigan to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Grand RapidsChicago
GRR - MDW
GRRMDW
Grand Rapids Gerald R. Ford Intl
Sat 4/18
5:29 am-8:47 am
1 stop4h 18m
Chicago Midway
Mon 4/20
6:38 pm-11:57 pm
1 stop4h 19m
$211
Bay CityChicago
MBS - MDW
MBSMDW
Bay City MBS Intl
Mon 8/24
3:30 pm-6:31 pm
1 stop4h 01m
Chicago Midway
Sat 8/29
9:30 am-2:52 pm
1 stop4h 22m
$227
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 4/23
8:30 pm-8:45 pm
Nonstop1h 15m
Chicago Midway
Mon 4/27
7:05 pm-9:10 pm
Nonstop1h 05m
$229
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 5/7
8:15 pm-10:45 pm
1 stop3h 30m
Chicago Midway
Thu 5/14
8:00 am-10:10 am
Nonstop1h 10m
$239
Grand RapidsChicago
GRR - MDW
GRRMDW
Grand Rapids Gerald R. Ford Intl
Wed 4/22
3:50 pm-5:58 pm
1 stop3h 08m
Chicago Midway
Sat 4/25
9:27 am-3:09 pm
1 stop4h 42m
$248
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Thu 4/23
5:30 am-8:47 am
1 stop4h 17m
Chicago Midway
Mon 4/27
6:38 pm-10:35 pm
1 stop2h 57m
$248
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Sat 5/2
5:30 am-8:47 am
1 stop4h 17m
Chicago Midway
Sun 5/3
1:24 pm-5:29 pm
1 stop3h 05m
$248
Quickest round-trip
Grand RapidsChicago
GRR - MDW
GRRMDW
Grand Rapids Gerald R. Ford Intl
Thu 4/16
12:30 pm-12:30 pm
Nonstop1h 00m
Chicago Midway
Sun 4/19
10:00 am-11:55 am
Nonstop0h 55m
$253
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Tue 5/5
7:40 pm-7:50 pm
Nonstop1h 10m
Chicago Midway
Tue 5/12
7:40 am-9:45 am
Nonstop1h 05m
$255
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Wed 4/22
5:40 pm-5:58 pm
Nonstop1h 18m
Chicago Midway
Tue 4/28
6:38 pm-8:53 pm
Nonstop1h 15m
$255
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Michigan to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Michigan with our price prediction graph.
DTW-MDW
GRR-MDW
FNT-MDW
MBS-MDW
AZO-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 Michigan to Chicago Midway Airport
USMI-MDW
DTW-MDW
GRR-MDW
FNT-MDW
MBS-MDW
What is the cheapest month to book a flight from Michigan to Chicago Midway Airport?
Currently, August is the cheapest month in which you can book a flight from Michigan to Chicago Midway Airport (average of $94). Flying from Michigan to Chicago Midway Airport in December is currently the most expensive (average of $308). 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 MI to MDW?
Find hourly flight availability from Michigan 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 March 23, 2026.
When flying from Michigan to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 17% versus a flight in the morning.
What is the cheapest day to fly from Michigan to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Michigan to Midway. Price data was last updated on March 23, 2026.
Travelers seeking maximum savings on their Michigan to Chicago Midway Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Michigan to Chicago Midway Airport
Explore weekly flight availability from Michigan to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 23, 2026.
The most flights from USMI to MDW are scheduled on a Monday (12 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).
Related info for your journey
Find useful and relevant information for your journey from Michigan 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
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Alternative routes for Michigan 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 Michigan to Midway by cabin class
Find flights from Michigan 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 March 23, 2026.
Michigan and Midway flights
Browse other Michigan and Midway flight options. Last updated on March 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Michigan to Midway flights
Consider these flights traveling from Michigan to Midway.
Top 2 airlines flying from Michigan to Midway
Discover the top 2 airlines that operate flights from Michigan 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 March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$240 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$121 | Average$346 | FlexibilityNo cancel fee | On-timeN/A |