$79+ Cheap flights from Michigan to Chicago (CHI)
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 — CHI
Aug 1 — Aug 81
Round-trip
1 adult, Economy
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Find cheap flights from Michigan to Chicago with Cheapflights
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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 ChicagoExplore the most affordable flight options available from Michigan to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 2, 2026.
Explore the most affordable flight options available from Michigan to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 2, 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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:15 am
GRR
- ORD
Nonstop1h 18m
United Airlines
Tue 8/117:45 am
ORD
- GRR
Nonstop1h 17m
United Airlines
Deal found 6/28![United Airlines logo]()
$157
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.
Sat 8/86:30 am
GRR
- MDW
Nonstop1h 10m
Southwest
Mon 8/108:55 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 6/29![Southwest logo]()
$167
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/102:10 pm
GRR
- ORD
Nonstop1h 05m
United Airlines
Sat 12/1210:43 am
ORD
- GRR
Nonstop0h 59m
United Airlines
Deal found 6/28![United Airlines logo]()
$167
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:23 am
GRR
- ORD
Nonstop1h 38m
American Airlines
Mon 8/106:58 am
ORD
- GRR
Nonstop1h 12m
American Airlines
Deal found 6/28![American Airlines logo]()
$168
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 American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:04 pm
GRR
- ORD
Nonstop1h 29m
American Airlines
Thu 10/86:44 am
ORD
- GRR
Nonstop1h 18m
American Airlines
Deal found 7/2![American Airlines 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.
Tue 8/45:30 am
GRR
- ORD
1 stop6h 12m
Delta
Tue 8/115:20 pm
ORD
- GRR
1 stop5h 35m
Delta
Deal found 6/29![Delta logo]()
$177
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.
Thu 9/103:38 pm
MBS
- ORD
1 stop5h 52m
Delta
Sat 9/127:05 am
ORD
- MBS
1 stop3h 00m
Delta
Deal found 7/2![Delta logo]()
$182
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.
Mon 7/277:35 pm
SBN
- ORD
1 stop17h 40m
Multiple Airlines
Mon 8/108:05 am
ORD
- SBN
1 stop9h 32m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$186
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
Best flights from Michigan to ChicagoDiscover carefully curated flight deals from Michigan to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 2, 2026.
Discover carefully curated flight deals from Michigan to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 2, 2026.
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.
Sat 8/86:30 am
GRR
- MDW
Nonstop1h 10m
Southwest
Mon 8/108:55 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 6/28![Southwest logo]()
$167
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 8/43:47 pm
GRR
- MDW
1 stop3h 46m
Delta
Tue 8/116:42 pm
MDW
- GRR
1 stop4h 13m
Delta
Deal found 6/28![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:15 am
GRR
- ORD
Nonstop1h 13m
United Airlines
Mon 8/106:02 pm
ORD
- GRR
Nonstop1h 10m
United Airlines
Deal found 6/27![United Airlines logo]()
$177
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.
Mon 7/277:35 pm
SBN
- ORD
1 stop17h 40m
Multiple Airlines
Fri 8/78:05 am
ORD
- SBN
1 stop9h 32m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$195
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 7/2912:27 pm
DTW
- ORD
1 stop11h 43m
Frontier
Mon 8/38:58 pm
ORD
- DTW
1 stop11h 21m
Frontier
Deal found 7/2![Frontier logo]()
$236
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:32 am
FNT
- ORD
Nonstop1h 27m
American Airlines
Tue 10/132:35 pm
ORD
- FNT
Nonstop1h 31m
American Airlines
Deal found 7/1![American Airlines logo]()
$239
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 8/116:30 am
MDW
- GRR
1 stop5h 30m
Southwest
Deal found 6/30![Southwest logo]()
$167
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 8/45:30 am
GRR
- ORD
1 stop6h 12m
Delta
Tue 8/115:20 pm
ORD
- GRR
1 stop5h 35m
Delta
Deal found 6/29![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
- ORD
1 stop5h 30m
Delta
Mon 8/105:20 pm
ORD
- GRR
1 stop5h 35m
Delta
Deal found 6/29![Delta logo]()
$187
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
- ORD
1 stop5h 37m
Delta
Fri 12/255:45 pm
ORD
- MBS
1 stop3h 31m
Delta
Deal found 7/2![Delta logo]()
$192
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:00 am
MBS
- ORD
Nonstop1h 46m
United Airlines
Fri 12/2510:50 am
ORD
- MBS
Nonstop1h 10m
United Airlines
Deal found 7/2![United Airlines logo]()
$235
This Expedia 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 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
Mon 8/36:05 am
MDW
- DTW
1 stop9h 35m
Frontier
Deal found 7/2![Frontier logo]()
$236
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:45 pm
FNT
- ORD
Nonstop1h 44m
American Airlines
Sun 8/162:54 pm
ORD
- FNT
Nonstop1h 21m
American Airlines
Deal found 6/30![American Airlines logo]()
$239
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:03 pm
MBS
- ORD
Nonstop1h 28m
United Airlines
Thu 9/109:25 pm
ORD
- MBS
Nonstop1h 24m
United Airlines
Deal found 6/28![United Airlines logo]()
$235
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 8/1412:55 pm
GRR
- MDW
Nonstop1h 05m
Southwest
Mon 8/178:55 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 6/30![Southwest logo]()
$237
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:45 pm
FNT
- ORD
Nonstop1h 44m
American Airlines
Sat 8/1510:35 pm
ORD
- FNT
Nonstop1h 18m
American Airlines
Deal found 6/30![American Airlines logo]()
$239
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:24 pm
GRR
- ORD
Nonstop1h 21m
United Airlines
Mon 8/316:10 pm
ORD
- GRR
Nonstop1h 07m
United Airlines
Deal found 6/30![United Airlines logo]()
$237
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:29 am
FNT
- ORD
Nonstop1h 22m
American Airlines
Mon 8/32:49 pm
ORD
- FNT
Nonstop1h 21m
American Airlines
Deal found 6/27![American Airlines logo]()
$239
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 7/297:50 pm
DTW
- MDW
Nonstop1h 15m
Southwest
Tue 8/48:35 am
MDW
- DTW
Nonstop1h 20m
Southwest
Deal found 7/2![Southwest logo]()
$243
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:07 pm
DTW
- ORD
Nonstop1h 40m
United Airlines
Thu 8/279:33 pm
ORD
- DTW
Nonstop1h 26m
United Airlines
Deal found 6/29![United Airlines logo]()
$237
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.
Thu 8/133:50 pm
DTW
- ORD
Nonstop1h 27m
Delta
Tue 8/181:59 pm
ORD
- DTW
Nonstop1h 30m
Delta
Deal found 6/28![Delta logo]()
$237
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:40 pm
FNT
- ORD
Nonstop1h 38m
American Airlines
Tue 8/49:17 pm
ORD
- FNT
Nonstop1h 17m
American Airlines
Deal found 6/28![American Airlines logo]()
$239
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.
Tue 9/17:05 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Wed 9/28:15 am
MDW
- DTW
1 stop4h 25m
Southwest
Deal found 6/28![Southwest logo]()
$247
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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:32 pm
FNT
- ORD
Nonstop1h 29m
United Airlines
Mon 9/73:35 pm
ORD
- FNT
Nonstop1h 22m
United Airlines
Deal found 7/2![United Airlines logo]()
$239
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 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.
Thu 8/67:25 am
DTW
- ORD
Nonstop1h 31m
Delta
Mon 8/105:20 pm
ORD
- DTW
Nonstop1h 32m
Delta
Deal found 6/28![Delta logo]()
$238
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:41 am
SBN
- ORD
Nonstop1h 14m
United Airlines
Sun 8/99:00 am
ORD
- SBN
Nonstop1h 06m
United Airlines
Deal found 6/30![United Airlines logo]()
$239
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 8/156:35 am
DTW
- MDW
1 stop3h 55m
Southwest
Sat 8/227:55 am
MDW
- DTW
Nonstop1h 20m
Southwest
Deal found 7/1![Southwest logo]()
$253
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:40 pm
FNT
- ORD
Nonstop1h 38m
American Airlines
Wed 7/159:17 pm
ORD
- FNT
Nonstop1h 17m
American Airlines
Deal found 7/1![American Airlines logo]()
$284
Last-minute flights from Michigan to ChicagoDiscover last-minute flight deals from Michigan to Chicago. Data last updated July 2, 2026 and is based on user searches.
Discover last-minute flight deals from Michigan to Chicago. Data last updated July 2, 2026 and is based on user searches.
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.
Mon 7/277:35 pm
SBN
- ORD
1 stop17h 40m
Multiple Airlines
Mon 8/108:05 am
ORD
- SBN
1 stop9h 32m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$186
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.
Mon 7/277:35 pm
SBN
- ORD
1 stop17h 40m
Multiple Airlines
Fri 8/78:05 am
ORD
- SBN
1 stop9h 32m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$195
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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:15 am
GRR
- ORD
Nonstop1h 18m
United Airlines
Tue 8/117:45 am
ORD
- GRR
Nonstop1h 17m
United Airlines
Deal found 6/28![United Airlines 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 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 8/45:30 am
GRR
- ORD
1 stop6h 12m
Delta
Tue 8/115:20 pm
ORD
- GRR
1 stop5h 35m
Delta
Deal found 6/29![Delta logo]()
$177
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.
Sat 8/86:30 am
GRR
- MDW
Nonstop1h 10m
Southwest
Mon 8/108:55 pm
MDW
- GRR
Nonstop1h 00m
Southwest
Deal found 6/29![Southwest logo]()
$167
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:23 am
GRR
- ORD
Nonstop1h 38m
American Airlines
Mon 8/106:58 am
ORD
- GRR
Nonstop1h 12m
American Airlines
Deal found 6/28![American Airlines logo]()
$168
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 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
- ORD
1 stop5h 30m
Delta
Mon 8/105:20 pm
ORD
- GRR
1 stop5h 35m
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 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.
Tue 8/2510:18 am
DTW
- ORD
1 stop27h 32m
Frontier
Tue 9/154:49 pm
ORD
- DTW
1 stop23h 50m
Frontier
Deal found 6/30![Frontier logo]()
$191
One-way flights from Michigan to ChicagoSearch for one-way flight options from Michigan to Chicago. Find affordable one-way fares based on user searches. Data last updated July 2, 2026.
Search for one-way flight options from Michigan to Chicago. Find affordable one-way fares based on user searches. Data last updated July 2, 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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:57 pm
GRR
- ORD
Nonstop1h 18m
United Airlines
Deal found 7/1![United Airlines logo]()
$79
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.
Sat 8/294:00 pm
GRR
- MDW
1 stop3h 33m
Delta
Deal found 6/30![Delta logo]()
$89
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.
Tue 9/295:30 am
GRR
- ORD
1 stop6h 07m
Delta
Deal found 7/1![Delta logo]()
$89
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 8/2610:18 am
DTW
- ORD
1 stop27h 32m
Frontier
Deal found 6/28![Frontier logo]()
$91
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 Priceline deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:15 pm
DTW
- ORD
1 stop7h 11m
JetBlue
Deal found 6/27![JetBlue logo]()
$94
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:18 am
DTW
- ORD
1 stop27h 32m
Frontier
Deal found 7/2![Frontier logo]()
$95
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.
Mon 9/214:55 pm
GRR
- MDW
Nonstop1h 10m
Southwest
Deal found 6/28![Southwest logo]()
$98
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:00 am
GRR
- ORD
Nonstop1h 19m
United Airlines
Deal found 7/1![United Airlines logo]()
$98
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.
Tue 10/136:00 am
DTW
- ORD
1 stop6h 47m
JetBlue
Deal found 6/29![JetBlue 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
Find flight deals from Michigan to Chicago
Keep the following information in mind while searching for Michigan to Chicago flight deals. Data was last updated July 2, 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 | $118 or less |
Good one-way deal | $60 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Michigan to Chicago 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 2, 2026.
Use the filters below to find and compare flights from Michigan to Chicago 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
6:30 am-6:40 am
Nonstop1h 10m
Chicago Midway
Mon 8/10
8:55 pm-10:55 pm
Nonstop1h 00m
$167
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
6:30 am-1:00 pm
1 stop5h 30m
$167
Grand RapidsChicago
GRR - MDW
GRRMDW
Grand Rapids Gerald R. Ford Intl
Tue 8/4
3:47 pm-6:33 pm
1 stop3h 46m
Chicago Midway
Tue 8/11
6:42 pm-11:55 pm
1 stop4h 13m
$177
Grand RapidsChicago
GRR - ORD
GRRORD
Grand Rapids Gerald R. Ford Intl
Thu 8/6
7:15 am-7:28 am
Nonstop1h 13m
Chicago O'Hare Intl
Mon 8/10
6:02 pm-8:12 pm
Nonstop1h 10m
$177
Grand RapidsChicago
GRR - ORD
GRRORD
Grand Rapids Gerald R. Ford Intl
Tue 8/4
5:30 am-10:42 am
1 stop6h 12m
Chicago O'Hare Intl
Tue 8/11
5:20 pm-11:55 pm
1 stop5h 35m
$177
Grand RapidsChicago
GRR - ORD
GRRORD
Grand Rapids Gerald R. Ford Intl
Sat 8/8
4:00 pm-8:30 pm
1 stop5h 30m
Chicago O'Hare Intl
Mon 8/10
5:20 pm-11:55 pm
1 stop5h 35m
$187
Bay CityChicago
MBS - ORD
MBSORD
Bay City MBS Intl
Mon 12/21
12:00 pm-4:37 pm
1 stop5h 37m
Chicago O'Hare Intl
Fri 12/25
5:45 pm-10:16 pm
1 stop3h 31m
$192
South BendChicago
SBN - ORD
SBNORD
South Bend/Michiana
Mon 7/27
7:35 pm-12:15 pm
1 stop17h 40m
Chicago O'Hare Intl
Fri 8/7
8:05 am-6:37 pm
1 stop9h 32m
$195
Bay CityChicago
MBS - ORD
MBSORD
Bay City MBS Intl
Mon 12/21
6:00 am-6:46 am
Nonstop1h 46m
Chicago O'Hare Intl
Fri 12/25
10:50 am-1:00 pm
Nonstop1h 10m
$235
Bay CityChicago
MBS - ORD
MBSORD
Bay City MBS Intl
Thu 8/20
7:03 pm-7:31 pm
Nonstop1h 28m
Chicago O'Hare Intl
Thu 9/10
9:25 pm-11:49 pm
Nonstop1h 24m
$235
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Michigan to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Michigan with our price prediction graph.
GRR-MDW
GRR-ORD
MBS-ORD
SBN-ORD
DTW-ORD
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
USMI-CHI
GRR-MDW
GRR-ORD
MBS-ORD
SBN-ORD
What is the cheapest month to book a flight from Michigan to Chicago?
Currently, September is the cheapest month in which you can book a flight from Michigan to Chicago (average of $45). Flying from Michigan to Chicago in October is currently the most expensive (average of $548). 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 CHI?
Find hourly flight availability from Michigan to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 2, 2026.
One of the essential ways to save on airfare from Michigan to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 16% on airfare.
Weekly flight availability from Michigan to Chicago
Explore weekly flight availability from Michigan to Chicago. 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 2, 2026.
The most flights from USMI to CHI are scheduled on a Thursday (101 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (35 on average).
How much does it cost to fly round-trip from Michigan to Chicago?
How far ahead should I book a flight from Michigan to Chicago?
To ensure you get the cheapest price possible for a flight from Michigan to Chicago, you should look to book at least 68 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Michigan to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Michigan to Chicago. Price data was last updated on June 27, 2026.
Travelers seeking maximum savings on their Michigan to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday mornings 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 Chicago. 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?
Book flights to Chicago 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.
Alternative routes
Chicago flight routes
Complete your trip
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Alternative routes for Michigan to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 2, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Michigan to Chicago by cabin class
Find flights from Michigan to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Michigan and Chicago flights
Browse other Michigan and Chicago flight options. Last updated on July 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Michigan to Chicago flights
Consider these flights traveling from Michigan to Chicago.
Top 4 airlines flying from Michigan to Chicago
Discover the top 4 airlines that operate flights from Michigan to Chicago. 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 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$91 | Average$304 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$97 | Average$290 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$98 | Average$315 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$110 | Average$263 | FlexibilityNo cancel fee | On-time69% |