$59+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — MDW
Jun 12 — Jun 191
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 May 13, 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 May 13, 2026.
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 6/611:05 am
DTW
- MDW
1 stop6h 55m
Southwest
Tue 6/94:10 pm
MDW
- DTW
1 stop5h 40m
Southwest
Deal found 5/13![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/104:40 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Wed 6/179:55 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/11![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 9/91:45 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Sat 9/196:15 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/12![Southwest logo]()
$184
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 7/312:25 pm
DTW
- MDW
Nonstop1h 21m
Delta
Wed 7/81:18 pm
MDW
- DTW
Nonstop1h 17m
Delta
Deal found 5/9![Delta logo]()
$186
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 9/12:02 pm
DTW
- MDW
1 stop9h 09m
Frontier
Wed 9/26:00 am
MDW
- DTW
1 stop9h 40m
Frontier
Deal found 5/12![Frontier logo]()
$190
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/46:00 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Mon 6/89:25 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/11![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/48:35 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 6/86:50 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 5/12![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/38:25 am
DTW
- MDW
Nonstop1h 18m
Delta
Wed 6/31:22 pm
MDW
- DTW
Nonstop1h 13m
Delta
Deal found 5/12![Delta logo]()
$192
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/37:40 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Tue 6/303:10 pm
MDW
- DTW
1 stop6h 15m
Southwest
Deal found 5/11![Southwest logo]()
$196
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/102:48 pm
GRR
- MDW
1 stop4h 43m
Delta
Wed 6/179:17 am
MDW
- GRR
1 stop3h 51m
Delta
Deal found 5/11![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 7/211:25 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Tue 7/2811:25 am
MDW
- DTW
1 stop5h 30m
Southwest
Deal found 5/12![Southwest logo]()
$197
This Frontier deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 7/16:10 am
DTW
- MDW
1 stop5h 59m
Frontier
Wed 7/86:00 am
MDW
- DTW
1 stop9h 50m
Frontier
Deal found 5/9![Frontier logo]()
$204
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 May 13, 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 May 13, 2026.
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/104:40 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Wed 6/179:55 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/11![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 5/308:25 am
DTW
- MDW
Nonstop1h 18m
Delta
Mon 6/16:36 pm
MDW
- DTW
Nonstop1h 09m
Delta
Deal found 5/8![Delta logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 7/910:49 am
FNT
- MDW
2 stops12h 19m
Multiple Airlines
Sun 7/129:08 am
MDW
- FNT
1 stop13h 15m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 6/48:35 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 6/87:00 pm
MDW
- DTW
1 stop4h 15m
Southwest
Deal found 5/13![Southwest logo]()
$201
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/412:27 pm
DTW
- MDW
Nonstop1h 15m
Delta
Sat 6/66:36 pm
MDW
- DTW
Nonstop1h 09m
Delta
Deal found 5/12![Delta logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 7/810:00 am
FNT
- MDW
2 stops28h 58m
Allegiant Air
Thu 7/169:08 am
MDW
- FNT
1 stop13h 15m
Allegiant Air
Deal found 5/11![Allegiant Air logo]()
$416
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:20 am
DTW
- MDW
1 stop8h 55m
Southwest
Mon 6/112:45 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 5/9![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 7/18:15 am
GRR
- MDW
1 stop5h 31m
Delta
Fri 7/39:17 am
MDW
- GRR
1 stop3h 03m
Delta
Deal found 5/9![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:05 am
DTW
- MDW
1 stop6h 20m
Southwest
Fri 6/266:50 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 5/11![Southwest logo]()
$226
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/61:20 pm
AZO
- MDW
1 stop6h 13m
Delta
Fri 6/129:17 am
MDW
- AZO
1 stop4h 07m
Delta
Deal found 5/11![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 6/277:20 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Sat 7/47:10 am
MDW
- DTW
1 stop4h 25m
Southwest
Deal found 5/13![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/66:50 am
AZO
- MDW
1 stop2h 53m
Delta
Sun 6/76:58 pm
MDW
- AZO
1 stop3h 58m
Delta
Deal found 5/11![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 7/21:25 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Fri 7/35:05 pm
MDW
- DTW
1 stop6h 00m
Southwest
Deal found 5/13![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/253:04 pm
AZO
- MDW
1 stop4h 27m
Delta
Mon 6/296:58 pm
MDW
- AZO
1 stop3h 58m
Delta
Deal found 5/11![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/67:20 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 6/82:45 pm
MDW
- DTW
1 stop6h 40m
Southwest
Deal found 5/11![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 7/245:30 am
AZO
- MDW
1 stop4h 38m
Delta
Wed 7/299:19 am
MDW
- AZO
1 stop4h 00m
Delta
Deal found 5/13![Delta logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 7/3010:49 am
FNT
- MDW
2 stops12h 19m
Multiple Airlines
Sun 8/29:08 am
MDW
- FNT
1 stop13h 15m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$426
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/193:04 pm
AZO
- MDW
1 stop4h 27m
Delta
Sun 6/216:58 pm
MDW
- AZO
1 stop3h 58m
Delta
Deal found 5/12![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:00 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Sun 6/1410:05 am
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/11![Southwest logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/65:01 pm
FNT
- MDW
2 stops21h 55m
Allegiant Air
Thu 6/119:11 am
MDW
- FNT
1 stop13h 06m
Allegiant Air
Deal found 5/11![Allegiant Air logo]()
$477
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 7/245:30 am
AZO
- MDW
1 stop4h 38m
Delta
Mon 7/279:19 am
MDW
- AZO
1 stop4h 00m
Delta
Deal found 5/13![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/186:30 am
GRR
- MDW
Nonstop1h 10m
Southwest
Mon 6/229:25 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/9![Southwest logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/1110:48 am
FNT
- MDW
2 stops12h 23m
Multiple Airlines
Thu 6/189:11 am
MDW
- FNT
1 stop13h 06m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$468
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 8/153:56 pm
MBS
- MDW
1 stop3h 37m
Delta
Sun 8/166:42 pm
MDW
- MBS
1 stop2h 57m
Delta
Deal found 5/12![Delta logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 6/186:26 pm
FNT
- MDW
2 stops26h 04m
Allegiant Air
Sun 6/219:21 am
MDW
- FNT
1 stop12h 56m
Allegiant Air
Deal found 5/10![Allegiant Air logo]()
$505
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:00 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Thu 6/189:25 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/13![Southwest logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 6/1810:48 am
FNT
- MDW
2 stops12h 23m
Multiple Airlines
Sun 6/219:21 am
MDW
- FNT
1 stop12h 56m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$495
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/196:40 am
TVC
- MDW
1 stop3h 34m
Delta
Sat 6/206:35 pm
MDW
- TVC
1 stop3h 07m
Delta
Deal found 5/9![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:25 am
GRR
- MDW
2 stops5h 45m
Southwest
Wed 6/39:40 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/10![Southwest logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 6/174:17 pm
FNT
- MDW
1 stop17h 04m
Allegiant Air
Fri 6/198:20 pm
MDW
- FNT
2 stops18h 51m
Allegiant Air
Deal found 5/10![Allegiant Air logo]()
$543
Last-minute flights from Michigan to MidwayDiscover last-minute flight deals from Michigan to Midway. Data last updated May 13, 2026 and is based on user searches.
Discover last-minute flight deals from Michigan to Midway. Data last updated May 13, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:40 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Thu 6/45:20 pm
MDW
- DTW
1 stop5h 55m
Southwest
Deal found 5/12![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/38:25 am
DTW
- MDW
Nonstop1h 18m
Delta
Wed 6/31:22 pm
MDW
- DTW
Nonstop1h 13m
Delta
Deal found 5/12![Delta logo]()
$192
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/37:40 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Tue 6/3011:50 am
MDW
- DTW
1 stop6h 40m
Southwest
Deal found 5/11![Southwest logo]()
$196
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/46:00 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Mon 6/89:25 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/11![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 6/412:27 pm
DTW
- MDW
Nonstop1h 15m
Delta
Mon 6/81:26 pm
MDW
- DTW
Nonstop1h 18m
Delta
Deal found 5/13![Delta logo]()
$191
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 6/48:35 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 6/87:00 pm
MDW
- DTW
1 stop4h 15m
Southwest
Deal found 5/13![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 6/61:20 pm
DTW
- MDW
2 stops6h 55m
Southwest
Tue 6/96:10 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 5/10![Southwest logo]()
$202
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:50 am
DTW
- MDW
1 stop5h 45m
Southwest
Wed 6/105:30 pm
MDW
- DTW
1 stop4h 20m
Southwest
Deal found 5/13![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/104:40 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Wed 6/179:55 pm
MDW
- GRR
Nonstop0h 55m
Southwest
Deal found 5/11![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/102:48 pm
GRR
- MDW
1 stop4h 43m
Delta
Wed 6/179:17 am
MDW
- GRR
1 stop3h 51m
Delta
Deal found 5/11![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:50 pm
DTW
- MDW
Nonstop1h 15m
Southwest
Fri 7/37:55 am
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 5/10![Southwest logo]()
$186
This Frontier deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/302:02 pm
DTW
- MDW
1 stop9h 09m
Frontier
Wed 7/86:00 am
MDW
- DTW
1 stop9h 50m
Frontier
Deal found 5/9![Frontier logo]()
$190
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 May 13, 2026.
Search for one-way flight options from Michigan to Midway. Find affordable one-way fares based on user searches. Data last updated May 13, 2026.
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:50 am
DTW
- MDW
Nonstop1h 24m
Delta
Deal found 5/12![Delta logo]()
$59
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:05 am
DTW
- MDW
1 stop4h 40m
Southwest
Deal found 5/12![Southwest logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/21:59 pm
DTW
- MDW
1 stop9h 03m
Frontier
Deal found 5/12![Frontier logo]()
$70
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:10 pm
DTW
- MDW
1 stop4h 00m
Southwest
Deal found 5/8![Southwest logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 8/82:54 pm
DTW
- MDW
1 stop8h 14m
Frontier
Deal found 5/12![Frontier logo]()
$83
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/912:40 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Deal found 5/9![Southwest logo]()
$89
This Expedia deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 8/56:10 am
DTW
- MDW
1 stop5h 57m
Frontier
Deal found 5/12![Frontier logo]()
$95
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/412:45 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Deal found 5/9![Southwest logo]()
$96
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/68:25 am
DTW
- MDW
Nonstop1h 18m
Delta
Deal found 5/12![Delta logo]()
$96
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:30 am
GRR
- MDW
1 stop4h 38m
Delta
Deal found 5/13![Delta logo]()
$99
This Expedia deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 8/42:02 pm
DTW
- MDW
1 stop9h 06m
Frontier
Deal found 5/12![Frontier logo]()
$101
This Trip.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/232:02 pm
DTW
- MDW
1 stop9h 09m
Frontier
Deal found 5/13![Frontier logo]()
$102
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 May 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $174 (Southwest) |
One-way from | $59 (Delta) |
Popular in | May |
Cheapest in | September |
Average price | $431 |
Good round-trip deal | $386 or less |
Good one-way deal | $196 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 May 13, 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
Quickest round-trip
Grand RapidsChicago
GRR - MDW
GRRMDW
Grand Rapids Gerald R. Ford Intl
Wed 6/10
4:40 pm-4:45 pm
Nonstop1h 05m
Chicago Midway
Wed 6/17
9:55 pm-11:50 pm
Nonstop0h 55m
$177
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Sat 5/30
8:25 am-8:43 am
Nonstop1h 18m
Chicago Midway
Mon 6/1
6:36 pm-8:45 pm
Nonstop1h 09m
$191
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 6/4
8:35 pm-8:45 pm
Nonstop1h 10m
Chicago Midway
Mon 6/8
7:00 pm-12:15 am
1 stop4h 15m
$201
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 6/4
12:27 pm-12:42 pm
Nonstop1h 15m
Chicago Midway
Sat 6/6
6:36 pm-8:45 pm
Nonstop1h 09m
$201
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Sat 5/30
7:20 am-3:15 pm
1 stop8h 55m
Chicago Midway
Mon 6/1
12:45 pm-2:55 pm
Nonstop1h 10m
$207
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Tue 6/23
7:05 am-12:25 pm
1 stop6h 20m
Chicago Midway
Fri 6/26
6:50 pm-9:00 pm
Nonstop1h 10m
$226
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Sat 6/27
7:20 pm-7:30 pm
Nonstop1h 10m
Chicago Midway
Sat 7/4
7:10 am-12:35 pm
1 stop4h 25m
$233
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 7/2
1:25 pm-1:35 pm
Nonstop1h 10m
Chicago Midway
Fri 7/3
5:05 pm-12:05 am
1 stop6h 00m
$233
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Sat 6/6
7:20 pm-7:30 pm
Nonstop1h 10m
Chicago Midway
Mon 6/8
2:45 pm-10:25 pm
1 stop6h 40m
$234
Grand RapidsChicago
GRR - MDW
GRRMDW
Grand Rapids Gerald R. Ford Intl
Wed 7/1
8:15 am-12:46 pm
1 stop5h 31m
Chicago Midway
Fri 7/3
9:17 am-1:20 pm
1 stop3h 03m
$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.
DTW-MDW
FNT-MDW
GRR-MDW
LAN-MDW
CIU-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
FNT-MDW
GRR-MDW
LAN-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 December is currently the most expensive (average of $275). 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 May 13, 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 15% 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 May 9, 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. Friday at noon 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 May 13, 2026.
The most flights from USMI to MDW are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).
How much does it cost to fly round-trip from Michigan to Chicago Midway Airport?
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
Lansing
Merrillville
Hammond
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.
Alternative routes
Complete your trip
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Midway flight routes
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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 May 13, 2026.
Michigan and Midway flights
Browse other Michigan and Midway flight options. Last updated on May 13, 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 May 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$313 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$121 | Average$350 | FlexibilityNo cancel fee | On-timeN/A |