$79+ 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 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — MDW
Aug 2 — Aug 91
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 July 3, 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 July 3, 2026.
This Southwest deal was found by Cheapflights users on 7/1. 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 8/41:45 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Tue 8/118:50 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 7/1![Southwest logo]()
$157
This Southwest deal was found by Cheapflights users on 6/30. 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.
Tue 8/118:20 am
GRR
- MDW
2 stops6h 10m
Southwest
Wed 8/128:50 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 6/30![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 6/30. 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.
Sat 8/86:30 am
GRR
- MDW
Nonstop1h 10m
Southwest
Mon 8/1010:20 am
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 6/30![Southwest logo]()
$176
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 8/43:47 pm
GRR
- MDW
1 stop3h 46m
Delta
Tue 8/116:42 pm
MDW
- GRR
1 stop4h 13m
Delta
Deal found 6/30![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 6/29. 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.
Sat 8/84:00 pm
GRR
- MDW
1 stop3h 33m
Delta
Mon 8/106:42 pm
MDW
- GRR
1 stop4h 13m
Delta
Deal found 6/29![Delta logo]()
$187
This Southwest deal was found by Cheapflights users on 7/1. 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 9/28:20 am
GRR
- MDW
2 stops5h 45m
Southwest
Tue 9/81:20 pm
MDW
- GRR
Nonstop0h 50m
Southwest
Deal found 7/1![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 7/2. 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.
Sat 8/16:55 am
MBS
- MDW
1 stop3h 18m
Delta
Tue 8/46:42 pm
MDW
- MBS
1 stop2h 52m
Delta
Deal found 7/2![Delta logo]()
$192
This Frontier deal was found by Cheapflights users on 6/30. 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.
Wed 8/55:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Wed 8/126:05 am
MDW
- DTW
1 stop9h 23m
Frontier
Deal found 6/30![Frontier logo]()
$210
This Expedia deal was found by Cheapflights users on 6/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Wed 8/56:05 am
MDW
- DTW
1 stop9h 23m
Frontier
Deal found 6/29![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 6/30. 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.
Wed 8/266:00 am
DTW
- MDW
1 stop5h 55m
Frontier
Fri 8/286:05 am
MDW
- DTW
1 stop6h 34m
Frontier
Deal found 6/30![Frontier logo]()
$226
This Frontier deal was found by Cheapflights users on 7/2. 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.
Wed 8/125:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Fri 8/146:05 am
MDW
- DTW
1 stop9h 35m
Frontier
Deal found 7/2![Frontier logo]()
$228
This Expedia deal was found by Cheapflights users on 6/30. 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.
Wed 7/296:10 am
DTW
- MDW
1 stop5h 57m
Frontier
Thu 7/306:05 am
MDW
- DTW
1 stop6h 28m
Frontier
Deal found 6/30![Frontier logo]()
$236
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 July 3, 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 July 3, 2026.
This Delta deal was found by Cheapflights users on 6/29. 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.
Sat 8/84:00 pm
GRR
- MDW
1 stop3h 33m
Delta
Mon 8/106:42 pm
MDW
- GRR
1 stop4h 13m
Delta
Deal found 6/29![Delta logo]()
$187
This Southwest deal was found by Cheapflights users on 7/3. 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 8/134:55 pm
GRR
- MDW
Nonstop1h 10m
Southwest
Mon 8/1710:20 am
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 7/3![Southwest logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:00 am
FNT
- MDW
2 stops27h 51m
Multiple Airlines
Sun 8/169:14 am
MDW
- FNT
1 stop13h 24m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 7/2. 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.
Mon 12/2112:00 pm
MBS
- MDW
1 stop5h 22m
Delta
Fri 12/255:59 pm
MDW
- MBS
1 stop3h 17m
Delta
Deal found 7/2![Delta logo]()
$192
This Southwest deal was found by Cheapflights users on 7/3. 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.
Tue 8/41:45 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Tue 8/1110:05 am
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 7/3![Southwest logo]()
$195
This Southwest deal was found by Cheapflights users on 7/3. 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.
Fri 8/216:50 am
GRR
- MDW
Nonstop1h 20m
Southwest
Tue 8/258:50 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 7/3![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 6/29. 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.
Sat 8/86:15 pm
DTW
- MDW
Nonstop1h 18m
Delta
Thu 8/209:24 am
MDW
- DTW
Nonstop1h 16m
Delta
Deal found 6/29![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/211:20 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Thu 9/246:40 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 6/29![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 7/3. 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.
Sun 8/163:04 pm
AZO
- MDW
1 stop4h 29m
Delta
Sun 8/236:42 pm
MDW
- AZO
1 stop4h 10m
Delta
Deal found 7/3![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 7/1. 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 8/156:35 am
AZO
- MDW
1 stop3h 42m
Delta
Sat 8/221:25 pm
MDW
- AZO
1 stop2h 55m
Delta
Deal found 7/1![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:30 am
GRR
- MDW
Nonstop1h 10m
Southwest
Wed 7/2910:05 am
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 6/29![Southwest logo]()
$249
This Delta deal was found by Cheapflights users on 7/1. 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.
Sun 8/235:27 am
AZO
- MDW
1 stop4h 50m
Delta
Sat 8/296:42 pm
MDW
- AZO
1 stop2h 51m
Delta
Deal found 7/1![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 6/29. 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 8/268:45 am
DTW
- MDW
Nonstop1h 15m
Southwest
Wed 8/261:00 pm
MDW
- DTW
2 stops7h 30m
Southwest
Deal found 6/29![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:04 pm
AZO
- MDW
1 stop4h 29m
Delta
Sat 8/226:42 pm
MDW
- AZO
1 stop2h 51m
Delta
Deal found 6/28![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/273:50 pm
DTW
- MDW
1 stop6h 10m
Southwest
Sat 8/291:55 pm
MDW
- DTW
1 stop6h 05m
Southwest
Deal found 6/29![Southwest logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Thu 7/94:55 pm
FNT
- MDW
2 stops22h 43m
Allegiant Air
Sun 7/129:08 am
MDW
- FNT
1 stop13h 15m
Allegiant Air
Deal found 6/30![Allegiant Air logo]()
$837
This Delta deal was found by Cheapflights users on 6/29. 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.
Sat 11/216:40 am
MBS
- MDW
1 stop3h 05m
Delta
Tue 11/241:00 pm
MDW
- MBS
1 stop3h 03m
Delta
Deal found 6/29![Delta logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/104:25 pm
SBN
- MDW
2 stops18h 26m
Multiple Airlines
Sun 8/169:14 am
MDW
- SBN
1 stop7h 20m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 6/30. 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.
Fri 8/285:45 am
GRR
- MDW
1 stop4h 45m
Southwest
Mon 8/311:00 pm
MDW
- GRR
2 stops5h 55m
Southwest
Deal found 6/30![Southwest logo]()
$262
This Delta deal was found by Cheapflights users on 7/1. 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 8/16:55 am
MBS
- MDW
1 stop3h 18m
Delta
Tue 8/41:25 pm
MDW
- MBS
1 stop3h 09m
Delta
Deal found 7/1![Delta logo]()
$254
This Southwest deal was found by Cheapflights users on 7/2. 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.
Wed 8/128:45 am
DTW
- MDW
Nonstop1h 15m
Southwest
Fri 8/146:40 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 7/2![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/143:44 pm
MBS
- MDW
1 stop3h 49m
Delta
Thu 9/109:29 am
MDW
- MBS
1 stop4h 28m
Delta
Deal found 6/28![Delta logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Fri 8/74:25 pm
SBN
- MDW
2 stops18h 26m
Multiple Airlines
Sun 8/99:14 am
MDW
- SBN
1 stop7h 20m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$503
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:40 am
MBS
- MDW
1 stop3h 05m
Delta
Thu 11/266:30 pm
MDW
- MBS
1 stop2h 46m
Delta
Deal found 6/29![Delta logo]()
$254
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/212:55 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Tue 8/117:40 am
MDW
- DTW
1 stop4h 15m
Southwest
Deal found 6/28![Southwest logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Sun 7/2610:49 am
FNT
- MDW
2 stops25h 18m
Multiple Airlines
Thu 7/309:08 am
MDW
- FNT
1 stop13h 15m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$520
This Delta deal was found by Cheapflights users on 6/30. 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.
Fri 8/75:37 am
LAN
- MDW
1 stop4h 40m
Delta
Tue 8/116:42 pm
MDW
- LAN
1 stop4h 04m
Delta
Deal found 6/30![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 7/1. 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 7/315:25 am
GRR
- MDW
1 stop9h 05m
Southwest
Mon 8/39:25 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 7/1![Southwest logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:12 pm
SBN
- MDW
1 stop17h 36m
Multiple Airlines
Sat 10/3112:03 pm
MDW
- SBN
2 stops32h 05m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$522
This Delta deal was found by Cheapflights users on 7/3. 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 9/105:35 am
LAN
- MDW
1 stop4h 32m
Delta
Sat 9/125:45 pm
MDW
- LAN
1 stop3h 55m
Delta
Deal found 7/3![Delta logo]()
$259
Last-minute flights from Michigan to MidwayDiscover last-minute flight deals from Michigan to Midway. Data last updated July 3, 2026 and is based on user searches.
Discover last-minute flight deals from Michigan to Midway. Data last updated July 3, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 6/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Wed 8/56:05 am
MDW
- DTW
1 stop9h 23m
Frontier
Deal found 6/29![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 6/30. 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.
Wed 7/295:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Sun 8/26:05 am
MDW
- DTW
1 stop6h 28m
Frontier
Deal found 6/30![Frontier logo]()
$236
This Delta deal was found by Cheapflights users on 7/2. 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.
Sat 8/16:55 am
MBS
- MDW
1 stop3h 18m
Delta
Tue 8/46:42 pm
MDW
- MBS
1 stop2h 52m
Delta
Deal found 7/2![Delta logo]()
$192
This Southwest deal was found by Cheapflights users on 6/30. 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.
Tue 8/41:45 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Tue 8/118:50 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 6/30![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 8/43:47 pm
GRR
- MDW
1 stop3h 46m
Delta
Tue 8/116:42 pm
MDW
- GRR
1 stop4h 13m
Delta
Deal found 6/30![Delta logo]()
$177
This Frontier deal was found by Cheapflights users on 6/30. 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.
Wed 8/55:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Wed 8/126:05 am
MDW
- DTW
1 stop9h 23m
Frontier
Deal found 6/30![Frontier logo]()
$210
This Southwest deal was found by Cheapflights users on 6/30. 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 8/57:05 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Wed 8/128:35 am
MDW
- DTW
Nonstop1h 20m
Southwest
Deal found 6/30![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 6/30. 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.
Sat 8/86:30 am
GRR
- MDW
Nonstop1h 10m
Southwest
Mon 8/1010:20 am
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 6/30![Southwest logo]()
$176
This Delta deal was found by Cheapflights users on 6/29. 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.
Sat 8/84:00 pm
GRR
- MDW
1 stop3h 33m
Delta
Mon 8/106:42 pm
MDW
- GRR
1 stop4h 13m
Delta
Deal found 6/29![Delta logo]()
$187
This Southwest deal was found by Cheapflights users on 6/30. 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.
Tue 8/118:20 am
GRR
- MDW
2 stops6h 10m
Southwest
Wed 8/128:50 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 6/30![Southwest logo]()
$172
This Frontier deal was found by Cheapflights users on 7/2. 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.
Wed 8/125:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Fri 8/146:05 am
MDW
- DTW
1 stop9h 35m
Frontier
Deal found 7/2![Frontier logo]()
$228
This Frontier deal was found by Cheapflights users on 6/30. 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.
Wed 8/266:00 am
DTW
- MDW
1 stop5h 55m
Frontier
Fri 8/286:05 am
MDW
- DTW
1 stop6h 34m
Frontier
Deal found 6/30![Frontier logo]()
$226
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 July 3, 2026.
Search for one-way flight options from Michigan to Midway. Find affordable one-way fares based on user searches. Data last updated July 3, 2026.
This Southwest deal was found by Cheapflights users on 7/1. 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 7/294:40 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Deal found 7/1![Southwest logo]()
$79
This Southwest deal was found by Cheapflights users on 7/1. 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 8/292:15 pm
GRR
- MDW
1 stop7h 15m
Southwest
Deal found 7/1![Southwest logo]()
$89
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:20 am
GRR
- MDW
2 stops6h 10m
Southwest
Deal found 6/29![Southwest logo]()
$94
This Southwest deal was found by Cheapflights users on 7/3. 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.
Tue 9/14:20 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Deal found 7/3![Southwest logo]()
$98
This Delta deal was found by Cheapflights users on 6/29. 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.
Mon 8/243:47 pm
GRR
- MDW
1 stop3h 46m
Delta
Deal found 6/29![Delta logo]()
$99
This Super.com deal was found by Cheapflights users on 6/29. 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.
Wed 8/125:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Deal found 6/29![Frontier logo]()
$104
This Frontier deal was found by Cheapflights users on 6/30. 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.
Wed 9/303:34 pm
DTW
- MDW
1 stop7h 24m
Frontier
Deal found 6/30![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 6/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:56 pm
DTW
- MDW
1 stop8h 07m
Frontier
Deal found 6/29![Frontier logo]()
$106
This Delta deal was found by Cheapflights users on 7/3. 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.
Mon 9/285:30 am
GRR
- MDW
1 stop4h 37m
Delta
Deal found 7/3![Delta logo]()
$108
This Super.com deal was found by Cheapflights users on 6/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:56 pm
DTW
- MDW
1 stop8h 07m
Frontier
Deal found 6/30![Frontier logo]()
$114
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:45 am
DTW
- MDW
Nonstop1h 15m
Southwest
Deal found 6/29![Southwest logo]()
$119
This Delta deal was found by Cheapflights users on 7/2. 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.
Sat 8/15:30 am
GRR
- MDW
1 stop4h 43m
Delta
Deal found 7/2![Delta logo]()
$120
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 July 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (Southwest) |
One-way from | $79 (Southwest) |
Popular in | June |
Cheapest in | September |
Average price | $275 |
Good round-trip deal | $364 or less |
Good one-way deal | $213 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 July 3, 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 8/8
4:00 pm-6:33 pm
1 stop3h 33m
Chicago Midway
Mon 8/10
6:42 pm-11:55 pm
1 stop4h 13m
$187
Bay CityChicago
MBS - MDW
MBSMDW
Bay City MBS Intl
Mon 12/21
12:00 pm-4:22 pm
1 stop5h 22m
Chicago Midway
Fri 12/25
5:59 pm-10:16 pm
1 stop3h 17m
$192
Grand RapidsChicago
GRR - MDW
GRRMDW
Grand Rapids Gerald R. Ford Intl
Thu 8/13
4:55 pm-5:05 pm
Nonstop1h 10m
Chicago Midway
Mon 8/17
10:20 am-12:15 pm
Nonstop0h 55m
$195
Quickest round-trip
Grand RapidsChicago
GRR - MDW
GRRMDW
Grand Rapids Gerald R. Ford Intl
Tue 8/4
1:45 pm-1:50 pm
Nonstop1h 05m
Chicago Midway
Tue 8/11
10:05 am-12:00 pm
Nonstop0h 55m
$195
Grand RapidsChicago
GRR - MDW
GRRMDW
Grand Rapids Gerald R. Ford Intl
Fri 8/21
6:50 am-7:10 am
Nonstop1h 20m
Chicago Midway
Tue 8/25
8:50 pm-10:50 pm
Nonstop1h 00m
$237
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Sat 8/8
6:15 pm-6:33 pm
Nonstop1h 18m
Chicago Midway
Thu 8/20
9:24 am-11:40 am
Nonstop1h 16m
$237
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Mon 9/21
1:20 pm-1:30 pm
Nonstop1h 10m
Chicago Midway
Thu 9/24
6:40 pm-8:50 pm
Nonstop1h 10m
$237
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Sun 8/16
3:04 pm-6:33 pm
1 stop4h 29m
Chicago Midway
Sun 8/23
6:42 pm-11:52 pm
1 stop4h 10m
$248
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Sat 8/15
6:35 am-9:17 am
1 stop3h 42m
Chicago Midway
Sat 8/22
1:25 pm-5:20 pm
1 stop2h 55m
$248
KalamazooChicago
AZO - MDW
AZOMDW
Kalamazoo Intl
Sun 8/23
5:27 am-9:17 am
1 stop4h 50m
Chicago Midway
Sat 8/29
6:42 pm-10:33 pm
1 stop2h 51m
$248
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.
GRR-MDW
MBS-MDW
DTW-MDW
FNT-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
GRR-MDW
MBS-MDW
DTW-MDW
FNT-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 $67). Flying from Michigan to Chicago Midway Airport in July is currently the most expensive (average of $277). 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 July 3, 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 16% versus a flight in the morning.
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 July 3, 2026.
The most flights from USMI to MDW are scheduled on a Monday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Michigan to Chicago Midway Airport?
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 June 27, 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. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 locationsBenton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 July 3, 2026.
Michigan and Midway flights
Browse other Michigan and Midway flight options. Last updated on July 3, 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 July 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$290 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$98 | Average$351 | FlexibilityNo cancel fee | On-timeN/A |