$99+ Cheap flights from Michigan to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — MDW
Nov 12 — Nov 191
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Michigan to Midway
Cheapest
Best
Last-minute
One-way
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 October 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 October 13, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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.
Mon 11/27:45 pm -
Nonstop1h 20m
Thu 11/125:05 am -
1 stop4h 55m
Deal found 10/8![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 10/9. 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 11/189:10 am -
Nonstop1h 36m
Sun 11/226:44 pm -
Nonstop1h 16m
Deal found 10/9![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 10/13. 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.
Tue 11/101:25 pm -
1 stop6h 40m
Tue 11/171:15 pm -
2 stops7h 55m
Deal found 10/13![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 10/8. 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.
Wed 10/289:00 am -
Nonstop1h 10m
Fri 10/307:55 am -
Nonstop1h 10m
Deal found 10/8![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 10/8. 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.
Thu 10/295:25 am -
1 stop4h 25m
Mon 11/26:10 pm -
1 stop4h 45m
Deal found 10/8![Southwest logo]()
$227
This Frontier deal was found by Cheapflights users on 10/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/263:03 pm -
1 stop9h 40m
Fri 10/3012:20 pm -
1 stop8h 23m
Deal found 10/8![Frontier logo]()
$228
This Southwest deal was found by Cheapflights users on 10/10. 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.
Thu 11/58:15 pm -
1 stop3h 30m
Mon 11/96:50 pm -
Nonstop1h 15m
Deal found 10/10![Southwest logo]()
$231
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:00 am -
2 stops11h 47m
Fri 10/306:42 pm -
2 stops23h 58m
Deal found 10/8![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
Mon 11/910:28 pm -
1 stop13h 54m
Mon 11/166:42 pm -
2 stops23h 00m
Deal found 10/12![Frontier logo]()
$245
This Southwest deal was found by Cheapflights users on 10/12. 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.
Mon 11/91:25 pm -
Nonstop1h 20m
Mon 11/168:25 am -
Nonstop1h 00m
Deal found 10/12![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 10/12. 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 11/56:30 am -
Nonstop1h 05m
Mon 11/96:10 pm -
1 stop5h 15m
Deal found 10/12![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 10/11. 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 12/175:30 am -
1 stop9h 10m
Thu 12/241:40 pm -
Nonstop1h 00m
Deal found 10/11![Southwest logo]()
$273
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 October 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 October 13, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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 1/196:40 am -
1 stop7h 00m
Thu 1/217:50 am -
1 stop4h 40m
Deal found 10/8![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 10/8. 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.
Fri 10/233:47 pm -
1 stop3h 13m
Mon 10/261:27 pm -
1 stop4h 30m
Deal found 10/8![Delta logo]()
$411
This Southwest deal was found by Cheapflights users on 10/10. 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 11/106:55 am -
1 stop6h 10m
Tue 11/101:15 pm -
2 stops7h 55m
Deal found 10/10![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 10/8. 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.
Thu 10/295:25 am -
1 stop4h 25m
Mon 11/26:10 pm -
1 stop4h 45m
Deal found 10/8![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 10/11. 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 2/15:15 am -
2 stops10h 30m
Fri 2/57:55 am -
2 stops8h 40m
Deal found 10/11![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 10/8. 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.
Wed 10/282:25 pm -
Nonstop1h 10m
Fri 10/307:05 am -
1 stop5h 10m
Deal found 10/8![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 10/10. 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 12/188:00 pm -
Nonstop1h 20m
Mon 12/219:35 am -
2 stops9h 05m
Deal found 10/10![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 10/13. 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 11/51:30 pm -
Nonstop1h 20m
Mon 11/911:10 am -
1 stop10h 15m
Deal found 10/13![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 10/10. 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 11/36:55 am -
1 stop6h 10m
Thu 11/512:45 pm -
2 stops5h 50m
Deal found 10/10![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 10/11. 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 11/710:50 am -
2 stops7h 35m
Tue 11/101:15 pm -
2 stops7h 55m
Deal found 10/11![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 10/9. 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.
Fri 11/66:30 am -
Nonstop1h 05m
Fri 11/1310:55 am -
Nonstop0h 55m
Deal found 10/9![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 10/12. 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 11/2511:40 am -
Nonstop1h 20m
Wed 11/259:30 pm -
Nonstop1h 05m
Deal found 10/12![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 10/12. 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 11/311:00 am -
Nonstop1h 15m
Tue 11/171:15 pm -
2 stops8h 15m
Deal found 10/12![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 10/12. 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 10/2710:35 am -
1 stop3h 12m
Sat 10/3110:12 am -
2 stops5h 59m
Deal found 10/12![Delta logo]()
$736
This Southwest deal was found by Cheapflights users on 10/11. 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 12/175:30 am -
1 stop9h 10m
Thu 12/241:40 pm -
Nonstop1h 00m
Deal found 10/11![Southwest logo]()
$273
This Southwest deal was found by Cheapflights users on 10/12. 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 11/55:30 am -
1 stop9h 10m
Mon 11/96:10 pm -
1 stop5h 15m
Deal found 10/12![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 10/9. 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 10/276:50 am -
Nonstop1h 00m
Tue 10/2710:05 am -
Nonstop0h 55m
Deal found 10/9![Southwest logo]()
$473
This Southwest deal was found by Cheapflights users on 10/9. 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.
Mon 10/266:45 am -
Nonstop1h 00m
Tue 10/2710:05 am -
Nonstop0h 55m
Deal found 10/9![Southwest logo]()
$483
This Southwest deal was found by Cheapflights users on 10/8. 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.
Fri 10/236:45 am -
Nonstop1h 00m
Mon 10/269:45 pm -
Nonstop1h 00m
Deal found 10/8![Southwest logo]()
$493
Last-minute flights from Michigan to MidwayDiscover last-minute flight deals from Michigan to Midway. Data last updated October 13, 2026 and is based on user searches.
Discover last-minute flight deals from Michigan to Midway. Data last updated October 13, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 10/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/263:03 pm -
1 stop9h 40m
Fri 10/3012:20 pm -
1 stop8h 23m
Deal found 10/8![Frontier logo]()
$228
This Southwest deal was found by Cheapflights users on 10/8. 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.
Wed 10/289:00 am -
Nonstop1h 10m
Fri 10/307:55 am -
Nonstop1h 10m
Deal found 10/8![Southwest logo]()
$226
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:00 am -
2 stops11h 47m
Fri 10/306:42 pm -
2 stops23h 58m
Deal found 10/8![Frontier logo]()
$232
This Southwest deal was found by Cheapflights users on 10/8. 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.
Thu 10/295:25 am -
1 stop4h 25m
Mon 11/26:10 pm -
1 stop4h 45m
Deal found 10/8![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 10/8. 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.
Mon 11/28:15 pm -
1 stop3h 25m
Thu 11/57:55 am -
Nonstop1h 15m
Deal found 10/8![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 10/10. 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.
Thu 11/58:15 pm -
1 stop3h 30m
Mon 11/96:50 pm -
Nonstop1h 15m
Deal found 10/10![Southwest logo]()
$231
This Southwest deal was found by Cheapflights users on 10/12. 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 11/56:30 am -
Nonstop1h 05m
Mon 11/96:10 pm -
1 stop5h 15m
Deal found 10/12![Southwest logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
Mon 11/910:28 pm -
1 stop13h 54m
Mon 11/166:42 pm -
2 stops23h 00m
Deal found 10/12![Frontier logo]()
$245
This Southwest deal was found by Cheapflights users on 10/10. 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.
Mon 11/91:25 pm -
Nonstop1h 20m
Mon 11/161:40 pm -
Nonstop1h 00m
Deal found 10/10![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 10/13. 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.
Tue 11/101:25 pm -
1 stop6h 40m
Tue 11/171:15 pm -
2 stops7h 55m
Deal found 10/13![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 10/9. 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 11/189:10 am -
Nonstop1h 36m
Sun 11/226:44 pm -
Nonstop1h 16m
Deal found 10/9![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 10/12. 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 11/2511:40 am -
Nonstop1h 20m
Wed 11/254:05 pm -
1 stop7h 25m
Deal found 10/12![Southwest logo]()
$295
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 October 13, 2026.
Search for one-way flight options from Michigan to Midway. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
This Delta deal was found by Cheapflights users on 10/9. 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.
Tue 11/105:40 pm -
Nonstop1h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 10/8. 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.
Mon 11/91:25 pm -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$100
This CheapOair deal was found by Cheapflights users on 10/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:25 am -
1 stop12h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Frontier logo]()
$102
This Frontier deal was found by Cheapflights users on 10/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/72:53 pm -
1 stop6h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1010:07 am -
1 stop26h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 10/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/92:55 pm -
1 stop9h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$107
This Southwest deal was found by Cheapflights users on 10/8. 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.
Fri 11/68:15 pm -
1 stop3h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$109
This Delta deal was found by Cheapflights users on 10/8. 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 11/73:47 pm -
1 stop3h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Delta logo]()
$110
This Trip.com deal was found by Cheapflights users on 10/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:30 pm -
1 stop11h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/116:00 am -
1 stop14h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$113
This Southwest deal was found by Cheapflights users on 10/12. 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.
Sat 11/1410:50 am -
2 stops7h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Southwest logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/65:52 pm -
2 stops30h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$115
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 October 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Southwest) |
One-way from | $99 (Delta) |
Popular in | June |
Cheapest in | January |
Average price | $305 |
Good round-trip deal | $371 or less |
Good one-way deal | $218 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 7,457,451 searches. Data last updated October 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
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Mon 1/11
6:15 pm-6:37 pm
Nonstop1h 22m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Thu 12/31
8:50 am-9:10 am
Nonstop1h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Sat 11/7
5:40 pm-6:00 pm
Nonstop1h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Tue 11/10
2:15 pm-2:35 pm
Nonstop1h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 1/13
6:15 pm-6:37 pm
Nonstop1h 22m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Fri 1/15
8:35 am-9:10 am
Nonstop1h 35m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 12/9
9:15 am-9:37 am
Nonstop1h 22m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Thu 1/14
12:15 pm-12:33 pm
Nonstop1h 18m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Sat 1/9
8:25 am-8:45 am
Nonstop1h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Tue 1/12
6:15 pm-6:37 pm
Nonstop1h 22m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
Showing 1-10 of 39 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
APN-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
APN-MDW
What is the cheapest month to book a flight from Michigan to Chicago Midway Airport?
Currently, January is the cheapest month in which you can book a flight from Michigan to Chicago Midway Airport (average of $171). Flying from Michigan to Chicago Midway Airport in February is currently the most expensive (average of $435). 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 October 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 18% 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 October 13, 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 (10 on average).
How much does it cost to fly round-trip from Michigan to Chicago Midway Airport?
Airfare is below average for this route at the moment.
Michigan to Chicago Midway Airport flights typically cost between $271 and $357 in November.The cheapest round-trip price found within the last 5 days was $217 on Southwest (Nov 9-Nov 16).
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 October 10, 2026.
Travelers seeking maximum savings on their Michigan to Chicago Midway Airport flight should consider departing on Monday at noon when fares are most often at their lowest. Monday afternoons 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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
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
Flights by cabin class
Midway flight routes
Other flight options
Popular flights
Top destinations
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 October 13, 2026.
Michigan and Midway flights
Browse other Michigan and Midway flight options. Last updated on October 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 7,457,451 searches. Data last updated October 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$121 | Average$357 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$137 | Average$300 | FlexibilityNo cancel fee | On-time63% |