$110+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
Sep 9 — Sep 161
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Detroit to Chicago
Cheapest
Best
Last-minute
One-way
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 August 10, 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 August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/135:39 pm -
1 stop17h 41m
Wed 9/167:11 am -
1 stop15h 16m
Deal found 8/6![Frontier logo]()
$192
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Tue 9/86:20 pm -
Nonstop1h 15m
Deal found 8/9![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:55 pm -
Nonstop1h 10m
Tue 9/297:40 am -
1 stop4h 15m
Deal found 8/9![Southwest logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:00 am -
1 stop7h 59m
Wed 9/28:05 am -
1 stop8h 17m
Deal found 8/9![Frontier logo]()
$194
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:20 pm -
Nonstop1h 10m
Mon 9/148:15 am -
Nonstop1h 15m
Deal found 8/9![Southwest logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:33 pm -
1 stop10h 06m
Wed 9/167:11 am -
1 stop15h 16m
Deal found 8/10![Frontier logo]()
$196
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/132:25 pm -
Nonstop1h 10m
Thu 10/157:55 am -
Nonstop1h 10m
Deal found 8/9![Southwest logo]()
$196
This Frontier deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Sun 9/61:50 pm -
1 stop6h 22m
Mon 9/79:10 pm -
1 stop10h 44m
Deal found 8/5![Frontier logo]()
$198
This Frontier deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/37:00 am -
1 stop11h 51m
Sun 10/412:54 pm -
1 stop7h 38m
Deal found 8/6![Frontier logo]()
$198
This Frontier deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/59:00 am -
1 stop7h 59m
Sun 9/65:55 am -
1 stop8h 45m
Deal found 8/5![Frontier logo]()
$199
This Frontier deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:50 am -
1 stop6h 12m
Tue 10/272:03 pm -
1 stop9h 39m
Deal found 8/9![Frontier logo]()
$200
This Travelocity deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:50 am -
1 stop5h 08m
Tue 10/1312:03 pm -
1 stop11h 39m
Deal found 8/8![Frontier logo]()
$200
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 August 10, 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 August 10, 2026.
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:55 pm -
Nonstop1h 10m
Tue 9/297:40 am -
1 stop4h 15m
Deal found 8/9![Southwest logo]()
$193
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/58:54 am -
Nonstop1h 23m
Sun 9/69:24 am -
Nonstop1h 16m
Deal found 8/5![Delta logo]()
$218
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/239:15 am -
Nonstop1h 28m
Mon 9/287:45 pm -
Nonstop1h 30m
Deal found 8/6![United Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/257:25 pm -
1 stop15h 29m
Thu 10/299:40 am -
1 stop26h 27m
Deal found 8/5![Multiple Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Tue 9/812:45 pm -
2 stops7h 35m
Deal found 8/9![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/68:54 am -
Nonstop1h 23m
Thu 9/105:37 pm -
Nonstop1h 16m
Deal found 8/7![Delta logo]()
$233
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/310:30 am -
Nonstop1h 29m
Tue 9/89:00 am -
Nonstop1h 27m
Deal found 8/5![United Airlines logo]()
$249
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/111:20 pm -
Nonstop1h 10m
Tue 9/153:05 pm -
1 stop5h 15m
Deal found 8/6![Southwest logo]()
$243
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/197:30 am -
Nonstop1h 28m
Thu 10/229:32 pm -
Nonstop1h 27m
Deal found 8/5![United Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/36:05 pm -
Nonstop1h 17m
Mon 10/57:01 pm -
Nonstop1h 19m
Deal found 8/5![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/2812:20 pm -
Nonstop1h 19m
Mon 9/287:01 pm -
Nonstop1h 19m
Deal found 8/5![Delta logo]()
$249
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/289:15 am -
Nonstop1h 28m
Tue 9/16:59 am -
Nonstop1h 39m
Deal found 8/5![United Airlines logo]()
$268
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/172:40 pm -
2 stops8h 45m
Mon 9/217:30 am -
1 stop5h 35m
Deal found 8/6![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:58 pm -
Nonstop1h 32m
Thu 9/107:05 am -
Nonstop1h 25m
Deal found 8/8![Delta logo]()
$271
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/223:35 pm -
2 stops7h 50m
Sat 9/265:55 am -
1 stop5h 35m
Deal found 8/5![Southwest logo]()
$274
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:30 am -
Nonstop1h 29m
Thu 10/157:45 pm -
Nonstop1h 30m
Deal found 8/9![United Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/196:00 am -
2 stops8h 20m
Thu 9/2410:10 am -
2 stops7h 25m
Deal found 8/6![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:10 am -
Nonstop1h 27m
Mon 10/511:17 am -
Nonstop1h 32m
Deal found 8/8![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/52:50 pm -
1 stop6h 45m
Sun 9/61:45 pm -
2 stops8h 25m
Deal found 8/7![Southwest logo]()
$296
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/216:10 pm -
Nonstop1h 33m
Thu 9/103:35 pm -
Nonstop1h 30m
Deal found 8/6![United Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:55 pm -
Nonstop1h 31m
Mon 9/217:30 pm -
Nonstop1h 31m
Deal found 8/8![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:55 pm -
Nonstop1h 31m
Sun 10/48:55 am -
Nonstop1h 26m
Deal found 8/9![Delta logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/36:07 pm -
1 stop14h 55m
Sun 9/69:29 pm -
2 stops12h 56m
Deal found 8/6![Multiple Airlines logo]()
$638
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/310:15 am -
Nonstop1h 27m
Fri 9/47:30 pm -
Nonstop1h 29m
Deal found 8/9![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/267:25 am -
Nonstop1h 31m
Fri 8/286:59 am -
Nonstop1h 24m
Deal found 8/7![Delta logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:34 pm -
1 stop14h 15m
Sun 8/1611:37 am -
1 stop24h 18m
Deal found 8/9![Multiple Airlines logo]()
$752
Last-minute flights from Detroit to ChicagoDiscover last-minute flight deals from Detroit to Chicago. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Detroit to Chicago. Data last updated August 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:00 am -
1 stop7h 59m
Wed 9/28:05 am -
1 stop8h 17m
Deal found 8/9![Frontier logo]()
$194
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Tue 9/86:20 pm -
Nonstop1h 15m
Deal found 8/9![Southwest logo]()
$192
This Frontier deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/59:00 am -
1 stop7h 59m
Sun 9/65:55 am -
1 stop8h 45m
Deal found 8/5![Frontier logo]()
$199
This Frontier deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Sun 9/61:50 pm -
1 stop6h 22m
Mon 9/79:10 pm -
1 stop10h 44m
Deal found 8/5![Frontier logo]()
$198
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:20 pm -
Nonstop1h 10m
Mon 9/148:15 am -
Nonstop1h 15m
Deal found 8/9![Southwest logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:00 am -
1 stop5h 51m
Mon 9/147:28 pm -
1 stop15h 37m
Deal found 8/8![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/135:39 pm -
1 stop17h 41m
Wed 9/167:11 am -
1 stop15h 16m
Deal found 8/6![Frontier logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:33 pm -
1 stop10h 06m
Wed 9/167:11 am -
1 stop15h 16m
Deal found 8/10![Frontier logo]()
$196
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:55 pm -
Nonstop1h 10m
Wed 9/166:30 am -
1 stop4h 50m
Deal found 8/10![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:35 pm -
2 stops7h 50m
Tue 9/2912:50 pm -
Nonstop1h 10m
Deal found 8/9![Southwest logo]()
$199
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2110:21 am -
Nonstop1h 44m
Wed 9/239:45 am -
Nonstop1h 37m
Deal found 8/10![American Airlines logo]()
$183
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:05 pm -
Nonstop1h 10m
Thu 9/248:15 am -
Nonstop1h 15m
Deal found 8/10![Southwest logo]()
$196
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 August 10, 2026.
Search for one-way flight options from Detroit to Chicago. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:00 am -
1 stop12h 23m
Deal found 8/10![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/2812:07 pm -
1 stop9h 24m
Deal found 8/7![Frontier logo]()
$110
This Trip.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:50 am -
1 stop14h 38m
Deal found 8/8![Frontier logo]()
$111
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:55 am -
Nonstop1h 20m
Deal found 8/9![Southwest logo]()
$112
This Frontier deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:33 pm -
1 stop10h 06m
Deal found 8/9![Frontier logo]()
$113
This Expedia deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:38 pm -
1 stop7h 20m
Deal found 8/10![Frontier logo]()
$113
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:50 pm -
1 stop6h 10m
Deal found 8/9![Southwest logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/64:23 pm -
2 stops26h 28m
Deal found 8/9![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 11/83:34 pm -
1 stop29h 10m
Deal found 8/7![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:50 am -
1 stop5h 08m
Deal found 8/10![Frontier logo]()
$116
This Super.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1312:34 pm -
1 stop24h 06m
Deal found 8/8![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/294:23 pm -
2 stops26h 28m
Deal found 8/7![Frontier logo]()
$117
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 August 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $180 (Kiwi.com) |
One-way from | $110 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $295 |
Good round-trip deal | $366 or less |
Good one-way deal | $201 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 August 10, 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 - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Tue 9/15
12:55 pm-1:05 pm
Nonstop1h 10m
Chicago Midway
Tue 9/29
7:40 am-12:55 pm
1 stop4h 15m
$193
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Sat 9/5
2:50 pm-8:35 pm
1 stop6h 45m
Chicago Midway
Tue 9/8
12:45 pm-9:20 pm
2 stops7h 35m
$207
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Sat 9/5
8:54 am-9:17 am
Nonstop1h 23m
Chicago Midway
Sun 9/6
9:24 am-11:40 am
Nonstop1h 16m
$218
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Sun 9/6
8:54 am-9:17 am
Nonstop1h 23m
Chicago Midway
Thu 9/10
5:37 pm-7:53 pm
Nonstop1h 16m
$233
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Fri 9/11
1:20 pm-1:30 pm
Nonstop1h 10m
Chicago Midway
Tue 9/15
3:05 pm-9:20 pm
1 stop5h 15m
$243
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Wed 9/23
9:15 am-9:43 am
Nonstop1h 28m
Chicago O'Hare Intl
Mon 9/28
7:45 pm-10:15 pm
Nonstop1h 30m
$249
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Thu 9/3
10:30 am-10:59 am
Nonstop1h 29m
Chicago O'Hare Intl
Tue 9/8
9:00 am-11:27 am
Nonstop1h 27m
$249
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Mon 10/19
7:30 am-7:58 am
Nonstop1h 28m
Chicago O'Hare Intl
Thu 10/22
9:32 pm-11:59 pm
Nonstop1h 27m
$249
Quickest round-trip
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Sat 10/3
6:05 pm-6:22 pm
Nonstop1h 17m
Chicago Midway
Mon 10/5
7:01 pm-9:20 pm
Nonstop1h 19m
$249
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Mon 9/28
12:20 pm-12:39 pm
Nonstop1h 19m
Chicago Midway
Mon 9/28
7:01 pm-9:20 pm
Nonstop1h 19m
$249
Showing 1-10 of 55 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 August.
| 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, September is the cheapest month in which you can book a flight from Detroit to Chicago (average of $194). Flying from Detroit to Chicago in July is currently the most expensive (average of $406). 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 August 10, 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 35% 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 August 10, 2026.
The most flights from DTT to CHI are scheduled on a Sunday (109 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (59 on average).
How much does it cost to fly round-trip from Detroit to Chicago?
Airfare is below average for this route at the moment.
Detroit to Chicago flights typically cost between $261 and $328 in September.The cheapest round-trip price found within the last 5 days was $180 on Frontier (Sep 11-Sep 15).
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 August 1, 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 evenings 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 August 10, 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.
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
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
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
Flights by cabin class
Other flight options
Other flights from Detroit
Popular flights
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 August 10, 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 August 10, 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 August 10, 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 2,558,603 searches. Data last updated August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$70 | Average$236 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$97 | Average$341 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$117 | Average$287 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$117 | Average$332 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$121 | Average$323 | FlexibilityNo cancel fee | On-timeN/A |