$93+ Cheap flights from Detroit (DTT) to Chicago (CHI)
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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
Oct 21 — Oct 281
Round-trip
1 adult, Economy
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Find cheap flights from Detroit 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 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 September 21, 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 September 21, 2026.
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 11/46:20 pm -
1 stop4h 15m
Wed 11/118:50 am -
1 stop5h 25m
Deal found 9/20![Southwest logo]()
$217
This Kissandfly.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 am -
Nonstop1h 29m
Mon 10/196:00 am -
1 stop13h 04m
Deal found 9/20![Frontier logo]()
$218
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/176:20 am -
2 stops9h 30m
Sat 10/244:10 pm -
Nonstop1h 10m
Deal found 9/19![Southwest logo]()
$218
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Mon 10/264:29 pm -
2 stops21h 22m
Tue 11/106:30 am -
1 stop16h 21m
Deal found 9/16![Frontier logo]()
$220
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/165:59 pm -
Nonstop1h 30m
Mon 10/198:29 am -
Nonstop1h 23m
Deal found 9/20![Delta logo]()
$221
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/235:40 pm -
Nonstop1h 20m
Mon 10/269:29 am -
Nonstop1h 14m
Deal found 9/20![Delta logo]()
$221
This CheapOair deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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.
Thu 10/158:59 pm -
1 stop11h 32m
Sun 10/188:04 am -
1 stop14h 25m
Deal found 9/18![Frontier logo]()
$222
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/268:25 pm -
1 stop3h 45m
Tue 10/272:45 pm -
2 stops6h 00m
Deal found 9/19![Southwest logo]()
$222
This Kissandfly.com deal was found by Cheapflights users on 9/21. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/53:01 pm -
1 stop8h 42m
Thu 11/127:15 pm -
Nonstop1h 28m
Deal found 9/21![Frontier logo]()
$223
This Mytrip deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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.
Mon 11/29:07 pm -
2 stops16h 44m
Mon 11/96:00 am -
1 stop13h 12m
Deal found 9/18![Frontier logo]()
$225
This Frontier deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 12/177:50 am -
1 stop12h 32m
Thu 1/710:18 am -
1 stop13h 25m
Deal found 9/19![Frontier logo]()
$226
This Frontier deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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.
Fri 10/237:22 pm -
1 stop5h 21m
Mon 10/261:12 pm -
1 stop7h 32m
Deal found 9/20![Frontier logo]()
$226
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 September 21, 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 September 21, 2026.
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 11/277:45 pm -
Nonstop1h 32m
Tue 12/15:05 pm -
Nonstop1h 22m
Deal found 9/18![Delta logo]()
$221
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/57:26 am -
Nonstop1h 34m
Fri 11/1312:47 pm -
Nonstop1h 40m
Deal found 9/17![United Airlines logo]()
$221
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/268:05 pm -
Nonstop1h 10m
Wed 10/286:00 pm -
Nonstop1h 10m
Deal found 9/16![Southwest logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/144:29 pm -
1 stop17h 21m
Sun 10/1810:30 am -
1 stop11h 59m
Deal found 9/20![Multiple Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 11/37:56 pm -
Nonstop1h 34m
Fri 11/65:29 pm -
Nonstop1h 31m
Deal found 9/20![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/295:35 pm -
1 stop5h 25m
Tue 12/18:20 am -
Nonstop1h 10m
Deal found 9/18![Southwest logo]()
$231
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/1512:28 pm -
Nonstop1h 19m
Fri 10/166:44 pm -
Nonstop1h 14m
Deal found 9/19![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/21:30 pm -
Nonstop1h 20m
Thu 11/56:50 pm -
Nonstop1h 15m
Deal found 9/16![Southwest logo]()
$235
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/165:40 pm -
Nonstop1h 20m
Wed 10/211:27 pm -
Nonstop1h 15m
Deal found 9/18![Delta logo]()
$221
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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.
Sun 11/2210:48 am -
Nonstop1h 41m
Mon 12/72:35 pm -
Nonstop1h 31m
Deal found 9/20![United Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 11/145:30 am -
1 stop4h 35m
Sat 11/1410:25 am -
1 stop6h 05m
Deal found 9/20![Southwest logo]()
$241
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/105:40 pm -
Nonstop1h 20m
Mon 10/126:44 pm -
Nonstop1h 14m
Deal found 9/16![Delta logo]()
$221
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/2912:35 pm -
Nonstop1h 33m
Sun 11/12:30 pm -
Nonstop1h 30m
Deal found 9/20![United Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/228:25 pm -
1 stop3h 45m
Sat 10/242:40 pm -
1 stop6h 20m
Deal found 9/20![Southwest logo]()
$241
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/165:59 pm -
Nonstop1h 30m
Tue 10/201:55 pm -
Nonstop1h 29m
Deal found 9/16![Delta logo]()
$236
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 stop5h 35m
Sat 10/318:20 am -
2 stops8h 10m
Deal found 9/20![Southwest logo]()
$246
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/3012:35 pm -
Nonstop1h 33m
Sun 11/12:30 pm -
Nonstop1h 30m
Deal found 9/20![United Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 12/37:33 pm -
1 stop15h 54m
Sun 12/612:47 pm -
1 stop16h 33m
Deal found 9/17![Multiple Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 11/2012:35 pm -
Nonstop1h 33m
Fri 11/279:30 pm -
Nonstop1h 27m
Deal found 9/20![United Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/168:25 pm -
1 stop3h 45m
Wed 10/217:55 am -
Nonstop1h 10m
Deal found 9/18![Southwest logo]()
$257
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/167:30 am -
Nonstop1h 28m
Sun 10/188:50 am -
Nonstop1h 34m
Deal found 9/18![United Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/158:59 pm -
1 stop12h 00m
Mon 10/196:13 pm -
1 stop15h 39m
Deal found 9/20![Multiple Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/237:10 am -
Nonstop1h 31m
Sun 10/258:29 am -
Nonstop1h 23m
Deal found 9/19![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/298:05 pm -
Nonstop1h 10m
Sun 11/16:50 pm -
Nonstop1h 10m
Deal found 9/19![Southwest logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:29 pm -
1 stop18h 11m
Mon 10/126:13 pm -
1 stop15h 39m
Deal found 9/19![Multiple Airlines logo]()
$493
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:23 pm -
1 stop17h 55m
Sun 10/49:36 pm -
1 stop30h 19m
Deal found 9/17![Multiple Airlines logo]()
$510
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/157:15 am -
1 stop13h 58m
Sun 10/1810:30 am -
1 stop11h 59m
Deal found 9/19![Multiple Airlines logo]()
$583
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/88:59 pm -
1 stop12h 03m
Fri 10/98:02 pm -
1 stop13h 50m
Deal found 9/18![Multiple Airlines logo]()
$648
Last-minute flights from Detroit to ChicagoDiscover last-minute flight deals from Detroit to Chicago. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Detroit to Chicago. Data last updated September 21, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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.
Sat 10/107:08 am -
1 stop18h 16m
Mon 10/128:11 pm -
1 stop14h 28m
Deal found 9/18![Frontier logo]()
$227
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/142:25 pm -
Nonstop1h 10m
Wed 10/214:45 pm -
1 stop4h 50m
Deal found 9/16![Southwest logo]()
$217
This Kissandfly.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 am -
Nonstop1h 29m
Mon 10/196:00 am -
1 stop13h 04m
Deal found 9/20![Frontier logo]()
$218
This CheapOair deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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.
Thu 10/158:59 pm -
1 stop11h 32m
Sun 10/188:04 am -
1 stop14h 25m
Deal found 9/18![Frontier logo]()
$222
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/165:59 pm -
Nonstop1h 30m
Mon 10/198:29 am -
Nonstop1h 23m
Deal found 9/18![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/176:20 am -
2 stops9h 30m
Sat 10/244:10 pm -
Nonstop1h 10m
Deal found 9/19![Southwest logo]()
$218
This Frontier deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/223:01 pm -
1 stop8h 38m
Sun 10/257:40 am -
1 stop11h 00m
Deal found 9/20![Frontier logo]()
$226
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/235:40 pm -
Nonstop1h 20m
Mon 10/269:29 am -
Nonstop1h 14m
Deal found 9/18![Delta logo]()
$221
This Frontier deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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.
Fri 10/237:22 pm -
1 stop5h 21m
Mon 10/261:12 pm -
1 stop7h 32m
Deal found 9/20![Frontier logo]()
$226
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Fri 10/236:51 pm -
2 stops17h 41m
Tue 10/276:30 am -
1 stop16h 21m
Deal found 9/16![Frontier logo]()
$228
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Mon 10/264:29 pm -
2 stops21h 22m
Tue 11/106:30 am -
1 stop16h 21m
Deal found 9/16![Frontier logo]()
$220
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/268:25 pm -
1 stop3h 45m
Tue 10/272:45 pm -
2 stops6h 00m
Deal found 9/19![Southwest logo]()
$222
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 September 21, 2026.
Search for one-way flight options from Detroit to Chicago. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
This Super.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/67:00 am -
1 stop5h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$93
This Frontier deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/136:30 am -
1 stop6h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$94
This Frontier deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/21:15 pm -
1 stop8h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$94
This Frontier deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/2610:29 pm -
1 stop12h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$95
This Frontier deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 11/23:02 pm -
1 stop9h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$95
This CheapOair deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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.
Wed 10/216:30 am -
1 stop6h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$96
This Trip.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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.
Sat 11/73:02 pm -
1 stop9h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$97
This Expedia deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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.
Mon 3/14:21 pm -
1 stop8h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$98
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 12/161:32 pm -
Nonstop1h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/172:15 pm -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$99
This Frontier deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Fri 10/98:59 pm -
1 stop11h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Sat 10/316:25 am -
1 stop12h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$100
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 September 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Southwest) |
One-way from | $93 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $257 |
Good round-trip deal | $368 or less |
Good one-way deal | $214 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 7,457,451 searches. Data last updated September 21, 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 Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Mon 12/21
4:25 pm-4:53 pm
Nonstop1h 28m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Wed 11/4
6:15 am-6:57 am
Nonstop1h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
Quickest round-trip
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Mon 10/26
8:05 pm-8:15 pm
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Thu 10/15
12:30 pm-1:03 pm
Nonstop1h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Mon 10/26
4:06 pm-4:32 pm
Nonstop1h 26m
Chicago O'Hare Intl
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 10/22
2:45 pm-2:55 pm
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Wed 12/16
1:32 pm-1:56 pm
Nonstop1h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Wed 10/21
12:30 pm-1:03 pm
Nonstop1h 33m
Chicago O'Hare Intl
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 10/21
2:25 pm-2:35 pm
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Tue 10/20
4:06 pm-4:32 pm
Nonstop1h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
Showing 1-10 of 56 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 September.
| 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-MDW
DTW-ORD
DTW-RFD
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-MDW
DTW-ORD
DTW-RFD
What is the cheapest month to book a flight from Detroit to Chicago?
Currently, December is the cheapest month in which you can book a flight from Detroit to Chicago (average of $256). Flying from Detroit to Chicago in July is currently the most expensive (average of $404). 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 September 21, 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 September 21, 2026.
The most flights from DTT to CHI are scheduled on a Sunday (107 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (58 on average).
How much does it cost to fly round-trip from Detroit to Chicago?
Airfare is typical for this route at the moment.
Detroit to Chicago flights typically cost between $180 and $360 in November.The cheapest round-trip price found within the last 5 days was $217 on Southwest (Nov 4-Nov 11).
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 73 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 September 19, 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. Saturday 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 September 21, 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.
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
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
Valparaiso
Hammond
Saint Joseph
Porter
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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 September 21, 2026.
Complete your trip
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Search flights from Detroit to Chicago by cabin class
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Detroit and Chicago flights
Browse other Detroit and Chicago flight options. Last updated on September 21, 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 September 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Detroit to Chicago
Discover the top 5 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 7,457,451 searches. Data last updated September 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$70 | Average$229 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$121 | Average$349 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$131 | Average$344 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$137 | Average$301 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$143 | Average$367 | FlexibilityNo cancel fee | On-time63% |