$83+ Cheap flights from Detroit (DTT) 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
Jul 27 — Aug 31
Round-trip
1 adult, Economy
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Find cheap flights from Detroit to Chicago 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 Detroit to ChicagoExplore the most affordable flight options available from Detroit to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 27, 2026.
Explore the most affordable flight options available from Detroit to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 27, 2026.
This JetBlue deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:30 am
DTW
- ORD
1 stop6h 29m
JetBlue
Sat 9/51:49 pm
ORD
- DTW
1 stop8h 08m
JetBlue
Deal found 6/26![JetBlue logo]()
$187
This JetBlue deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:30 am
DTW
- ORD
1 stop6h 29m
JetBlue
Fri 9/116:30 am
ORD
- DTW
1 stop9h 02m
JetBlue
Deal found 6/26![JetBlue logo]()
$194
This Expedia deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/42:56 pm
DTW
- ORD
1 stop5h 57m
Multiple Airlines
Tue 8/1111:01 am
ORD
- DTW
1 stop5h 48m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$199
This Priceline deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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.
Thu 9/105:30 pm
DTW
- ORD
1 stop5h 36m
JetBlue
Sat 9/126:30 am
ORD
- DTW
1 stop9h 02m
JetBlue
Deal found 6/25![JetBlue logo]()
$201
This JetBlue deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:15 pm
DTW
- ORD
1 stop7h 11m
JetBlue
Wed 9/211:01 am
ORD
- DTW
1 stop5h 48m
JetBlue
Deal found 6/24![JetBlue logo]()
$203
This JetBlue deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am
DTW
- ORD
1 stop6h 47m
JetBlue
Mon 9/282:15 pm
ORD
- DTW
1 stop7h 05m
JetBlue
Deal found 6/25![JetBlue logo]()
$204
This Expedia deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:56 pm
DTW
- ORD
1 stop5h 57m
Multiple Airlines
Tue 7/2110:56 am
ORD
- DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$209
This Frontier deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:56 pm
DTW
- ORD
1 stop5h 57m
Frontier
Tue 8/119:57 pm
ORD
- DTW
1 stop13h 37m
Frontier
Deal found 6/24![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:10 am
DTW
- MDW
1 stop5h 57m
Frontier
Tue 8/116:05 am
MDW
- DTW
1 stop6h 28m
Frontier
Deal found 6/24![Frontier logo]()
$210
This Priceline deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:19 pm
DTW
- ORD
1 stop8h 33m
Multiple Airlines
Tue 7/2110:56 am
ORD
- DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$214
This Priceline deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Mon 8/171:50 pm
DTW
- ORD
1 stop7h 03m
Multiple Airlines
Tue 8/1811:01 am
ORD
- DTW
1 stop5h 48m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:12 am
DTW
- RFD
1 stop26h 25m
Multiple Airlines
Sun 8/211:27 am
RFD
- DTW
1 stop24h 28m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$217
Best flights from Detroit to ChicagoDiscover carefully curated flight deals from Detroit to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 27, 2026.
Discover carefully curated flight deals from Detroit to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 27, 2026.
This JetBlue deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am
DTW
- ORD
1 stop6h 47m
JetBlue
Mon 9/282:15 pm
ORD
- DTW
1 stop7h 05m
JetBlue
Deal found 6/26![JetBlue logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:12 am
DTW
- RFD
1 stop26h 25m
Multiple Airlines
Sun 8/211:27 am
RFD
- DTW
1 stop24h 28m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:56 pm
DTW
- ORD
Nonstop1h 27m
Delta
Tue 7/215:18 pm
ORD
- DTW
Nonstop1h 32m
Delta
Deal found 6/22![Delta logo]()
$243
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:30 am
DTW
- ORD
Nonstop1h 23m
United Airlines
Wed 7/227:47 pm
ORD
- DTW
Nonstop1h 32m
United Airlines
Deal found 6/22![United Airlines logo]()
$243
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:05 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Wed 8/128:35 am
MDW
- DTW
Nonstop1h 20m
Southwest
Deal found 6/23![Southwest logo]()
$243
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/227:58 pm
DTW
- ORD
Nonstop1h 32m
Delta
Wed 9/98:55 am
ORD
- DTW
Nonstop1h 28m
Delta
Deal found 6/25![Delta logo]()
$243
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:20 pm
DTW
- MDW
1 stop4h 00m
Southwest
Mon 8/108:15 am
MDW
- DTW
Nonstop1h 15m
Southwest
Deal found 6/26![Southwest logo]()
$248
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:50 am
DTW
- MDW
Nonstop1h 23m
Delta
Sat 7/186:35 pm
MDW
- DTW
Nonstop1h 18m
Delta
Deal found 6/23![Delta logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:25 pm
DTW
- RFD
1 stop14h 27m
Multiple Airlines
Mon 9/2810:22 am
RFD
- DTW
1 stop24h 32m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$268
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/287:30 am
DTW
- ORD
Nonstop1h 26m
United Airlines
Sat 8/292:27 pm
ORD
- DTW
Nonstop1h 30m
United Airlines
Deal found 6/26![United Airlines logo]()
$276
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/297:05 am
DTW
- MDW
1 stop4h 40m
Southwest
Wed 7/2912:55 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 6/26![Southwest logo]()
$253
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/176:10 pm
DTW
- ORD
Nonstop1h 33m
United Airlines
Sun 9/62:30 pm
ORD
- DTW
Nonstop1h 30m
United Airlines
Deal found 6/26![United Airlines logo]()
$276
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/2210:15 am
DTW
- ORD
Nonstop1h 27m
Delta
Thu 9/107:05 am
ORD
- DTW
Nonstop1h 25m
Delta
Deal found 6/25![Delta logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/66:34 pm
DTW
- RFD
1 stop14h 15m
Multiple Airlines
Mon 8/106:26 pm
RFD
- DTW
1 stop24h 09m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/245:30 am
DTW
- MDW
2 stops7h 50m
Southwest
Wed 8/262:40 pm
MDW
- DTW
1 stop5h 50m
Southwest
Deal found 6/26![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/810:15 am
DTW
- ORD
Nonstop1h 27m
Delta
Mon 8/101:59 pm
ORD
- DTW
Nonstop1h 30m
Delta
Deal found 6/23![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:05 am
DTW
- ORD
Nonstop1h 37m
United Airlines
Sat 8/83:00 pm
ORD
- DTW
Nonstop1h 39m
United Airlines
Deal found 6/23![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:35 am
DTW
- MDW
1 stop4h 25m
Southwest
Wed 8/512:45 pm
MDW
- DTW
2 stops7h 30m
Southwest
Deal found 6/25![Southwest logo]()
$268
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:25 am
DTW
- ORD
Nonstop1h 31m
Delta
Tue 8/111:59 pm
ORD
- DTW
Nonstop1h 30m
Delta
Deal found 6/22![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/171:20 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Sun 9/66:25 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 6/26![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/243:50 pm
DTW
- ORD
Nonstop1h 27m
Delta
Tue 9/151:55 pm
ORD
- DTW
Nonstop1h 26m
Delta
Deal found 6/25![Delta logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/89:12 am
DTW
- RFD
1 stop26h 25m
Multiple Airlines
Fri 7/107:50 pm
RFD
- DTW
2 stops16h 54m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:54 am
DTW
- MDW
Nonstop1h 23m
Delta
Sat 9/129:29 am
MDW
- DTW
Nonstop1h 11m
Delta
Deal found 6/25![Delta logo]()
$279
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:30 am
DTW
- MDW
2 stops8h 40m
Southwest
Sat 7/185:55 pm
MDW
- DTW
Nonstop1h 15m
Southwest
Deal found 6/23![Southwest logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:44 pm
DTW
- RFD
1 stop25h 39m
Multiple Airlines
Sun 8/211:27 am
RFD
- DTW
1 stop24h 28m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$391
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/177:30 am
DTW
- ORD
Nonstop1h 29m
Delta
Tue 7/218:52 am
ORD
- DTW
Nonstop1h 31m
Delta
Deal found 6/26![Delta logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/147:44 pm
DTW
- RFD
1 stop25h 15m
Multiple Airlines
Mon 7/207:50 pm
RFD
- DTW
2 stops16h 43m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/167:44 pm
DTW
- RFD
1 stop25h 39m
Multiple Airlines
Mon 7/207:50 pm
RFD
- DTW
2 stops16h 43m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$414
Last-minute flights from Detroit to ChicagoDiscover last-minute flight deals from Detroit to Chicago. Data last updated June 27, 2026 and is based on user searches.
Discover last-minute flight deals from Detroit to Chicago. Data last updated June 27, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/131:50 pm
DTW
- ORD
1 stop7h 03m
Multiple Airlines
Tue 7/1410:56 am
ORD
- DTW
1 stop5h 58m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$215
This Priceline deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:19 pm
DTW
- ORD
1 stop8h 33m
Multiple Airlines
Tue 7/2110:56 am
ORD
- DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$214
This Frontier deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:50 pm
DTW
- ORD
1 stop6h 57m
Frontier
Tue 8/46:19 am
ORD
- DTW
1 stop6h 14m
Frontier
Deal found 6/25![Frontier logo]()
$226
This Expedia deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1712:27 pm
DTW
- ORD
1 stop11h 43m
Multiple Airlines
Tue 7/2110:56 am
ORD
- DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$225
This CheapOair deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Sat 7/181:50 pm
DTW
- ORD
1 stop6h 57m
Multiple Airlines
Tue 7/2110:56 am
ORD
- DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$220
This Expedia deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/212:56 pm
DTW
- ORD
1 stop5h 57m
Multiple Airlines
Tue 7/2810:56 am
ORD
- DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$209
This Frontier deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/212:56 pm
DTW
- ORD
1 stop5h 57m
Frontier
Wed 7/221:50 pm
ORD
- DTW
1 stop9h 50m
Frontier
Deal found 6/24![Frontier logo]()
$230
This Expedia deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/225:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Wed 7/296:05 am
MDW
- DTW
1 stop9h 23m
Frontier
Deal found 6/24![Frontier logo]()
$230
This Priceline deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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.
Mon 7/271:50 pm
DTW
- ORD
1 stop7h 03m
Multiple Airlines
Wed 7/2910:56 am
ORD
- DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$231
This Expedia deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/282:56 pm
DTW
- MDW
1 stop8h 07m
Frontier
Tue 8/46:05 am
MDW
- DTW
1 stop6h 28m
Frontier
Deal found 6/25![Frontier logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:12 am
DTW
- RFD
1 stop26h 25m
Multiple Airlines
Sun 8/211:27 am
RFD
- DTW
1 stop24h 28m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$217
This Trip.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Tue 8/46:05 am
MDW
- DTW
1 stop6h 28m
Frontier
Deal found 6/22![Frontier logo]()
$226
One-way flights from Detroit to ChicagoSearch for one-way flight options from Detroit to Chicago. Find affordable one-way fares based on user searches. Data last updated June 27, 2026.
Search for one-way flight options from Detroit to Chicago. Find affordable one-way fares based on user searches. Data last updated June 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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
Deal found 6/24![Frontier logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:18 am
DTW
- ORD
1 stop27h 42m
Frontier
Deal found 6/22![Frontier logo]()
$84
This Expedia deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 9/21:15 pm
DTW
- ORD
1 stop7h 11m
JetBlue
Deal found 6/24![JetBlue logo]()
$94
This Super.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:00 am
DTW
- ORD
1 stop6h 47m
JetBlue
Deal found 6/21![JetBlue logo]()
$97
This JetBlue deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am
DTW
- ORD
1 stop6h 47m
JetBlue
Deal found 6/23![JetBlue logo]()
$101
This Trip.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Fri 8/284:37 pm
DTW
- ORD
1 stop21h 13m
Frontier
Deal found 6/24![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2210:18 am
DTW
- ORD
1 stop27h 42m
Frontier
Deal found 6/22![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/229:12 am
DTW
- RFD
1 stop26h 25m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$104
This Super.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:13 pm
DTW
- MDW
1 stop5h 50m
Frontier
Deal found 6/24![Frontier logo]()
$104
This Frontier deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:56 pm
DTW
- ORD
1 stop5h 57m
Frontier
Deal found 6/24![Frontier logo]()
$105
This Expedia deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:50 am
DTW
- MDW
1 stop5h 08m
Frontier
Deal found 6/23![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:08 am
DTW
- ORD
1 stop27h 07m
Frontier
Deal found 6/21![Frontier logo]()
$106
Find flight deals from Detroit to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTT) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $187 (JetBlue) |
One-way from | $83 (Kiwi.com) |
Popular in | June |
Cheapest in | September |
Average price | $426 |
Good round-trip deal | $350 or less |
Good one-way deal | $222 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Detroit 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 June 27, 2026.
Use the filters below to find and compare flights from Detroit to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Mon 9/28
6:00 am-11:47 am
1 stop6h 47m
Chicago O'Hare Intl
Mon 9/28
2:15 pm-10:20 pm
1 stop7h 05m
$204
DetroitChicago
DTW - RFD
DTWRFD
Detroit Metropolitan Wayne County
Wed 7/29
9:12 am-10:37 am
1 stop26h 25m
Chicago Greater Rockford
Sun 8/2
11:27 am-12:55 pm
1 stop24h 28m
$217
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Sat 7/18
3:56 pm-4:23 pm
Nonstop1h 27m
Chicago O'Hare Intl
Tue 7/21
5:18 pm-7:50 pm
Nonstop1h 32m
$243
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Tue 7/14
5:30 am-5:53 am
Nonstop1h 23m
Chicago O'Hare Intl
Wed 7/22
7:47 pm-10:19 pm
Nonstop1h 32m
$243
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Wed 8/5
7:05 pm-7:15 pm
Nonstop1h 10m
Chicago Midway
Wed 8/12
8:35 am-10:55 am
Nonstop1h 20m
$243
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Sat 8/22
7:58 pm-8:30 pm
Nonstop1h 32m
Chicago O'Hare Intl
Wed 9/9
8:55 am-11:23 am
Nonstop1h 28m
$243
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Sat 7/18
8:50 am-9:13 am
Nonstop1h 23m
Chicago Midway
Sat 7/18
6:35 pm-8:53 pm
Nonstop1h 18m
$243
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 8/6
7:20 pm-10:20 pm
1 stop4h 00m
Chicago Midway
Mon 8/10
8:15 am-10:30 am
Nonstop1h 15m
$248
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Sat 8/22
10:15 am-10:42 am
Nonstop1h 27m
Chicago O'Hare Intl
Thu 9/10
7:05 am-9:30 am
Nonstop1h 25m
$252
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Sat 8/8
10:15 am-10:42 am
Nonstop1h 27m
Chicago O'Hare Intl
Mon 8/10
1:59 pm-4:29 pm
Nonstop1h 30m
$252
Showing 1-10 of 58 resultsSorted by cheapest first
Compare providers for flights from Detroit to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Detroit to Chicago in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Detroit-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Detroit-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Detroit-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Detroit-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Detroit-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Detroit to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Detroit with our price prediction graph.
DTT-CHI
DTW-ORD
DTW-RFD
DTW-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 Detroit to Chicago
DTT-CHI
DTW-ORD
DTW-RFD
DTW-MDW
What is the cheapest month to book a flight from Detroit to Chicago?
Currently, September is the cheapest month in which you can book a flight from Detroit to Chicago (average of $45). Flying from Detroit to Chicago in June is currently the most expensive (average of $117). 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 DTT to CHI?
Find hourly flight availability from Detroit 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 June 27, 2026.
A simple way to save on the total cost of your ticket is to fly from Detroit to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight at noon.
Weekly flight availability from Detroit to Chicago
Explore weekly flight availability from Detroit 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 June 27, 2026.
The most flights from DTT to CHI are scheduled on a Friday (105 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (50 on average).
How much does it cost to fly round-trip from Detroit to Chicago?
How far ahead should I book a flight from Detroit to Chicago?
The price you pay for your flight from Detroit to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Detroit to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Detroit to Chicago. Price data was last updated on June 20, 2026.
Travelers seeking maximum savings on their Detroit to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 27, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Detroit to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Detroit 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
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.
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Alternative routes for Detroit 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 June 27, 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 Detroit to Chicago by cabin class
Find flights from Detroit to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Detroit and Chicago flights
Browse other Detroit and Chicago flight options. Last updated on June 27, 2026.
Other flights from Detroit
Browse through other flights departing from Detroit. Flights are based on user searches made on Cheapflights and were last updated on June 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Detroit to Chicago
Discover the top 4 airlines that operate flights from Detroit 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 June 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$290 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$98 | Average$290 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$110 | Average$305 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$117 | Average$277 | FlexibilityNo cancel fee | On-time71% |