$92+ Cheap flights from Detroit Metropolitan Wayne County Airport (DTW) 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — CHI
Sep 15 — Sep 221
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
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.Cheapflights Tip: The best prices from Detroit Metropolitan Wayne County to Chicago are usually found in September or November, booked 26 days in advance, depart on a Friday or Thursday and return on a Friday
Cheap flight deals from Detroit to Chicago
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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 August 16, 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 16, 2026.
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:21 pm -
1 stop6h 47m
Thu 9/39:20 am -
1 stop7h 55m
Deal found 8/11![Frontier logo]()
$177
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:38 pm -
1 stop7h 20m
Sat 10/171:02 pm -
1 stop7h 32m
Deal found 8/11![Frontier logo]()
$177
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:00 am -
1 stop12h 23m
Mon 10/51:01 pm -
1 stop7h 31m
Deal found 8/11![Frontier logo]()
$179
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Mon 10/512:54 pm -
1 stop7h 38m
Deal found 8/11![Frontier logo]()
$179
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:30 am -
Nonstop1h 15m
Sat 9/53:35 pm -
Nonstop1h 10m
Deal found 8/13![Southwest logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/204:23 pm -
1 stop23h 22m
Thu 9/247:11 am -
1 stop15h 16m
Deal found 8/11![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sat 9/57:44 pm -
1 stop12h 10m
Deal found 8/13![Frontier logo]()
$182
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:20 pm -
Nonstop1h 10m
Mon 9/148:15 am -
Nonstop1h 15m
Deal found 8/12![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:10 am -
Nonstop1h 27m
Wed 9/167:05 am -
Nonstop1h 25m
Deal found 8/12![Delta logo]()
$183
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:40 pm -
Nonstop1h 17m
Mon 9/141:19 pm -
Nonstop1h 15m
Deal found 8/12![Delta logo]()
$183
This Kissandfly.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:03 pm -
Nonstop1h 38m
Sat 9/51:59 pm -
1 stop10h 05m
Deal found 8/13![Frontier logo]()
$184
This CheapOair deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/94:00 pm -
1 stop7h 59m
Fri 9/113:50 pm -
1 stop18h 45m
Deal found 8/14![Frontier logo]()
$185
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 16, 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 16, 2026.
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:50 pm -
Nonstop1h 23m
Tue 9/297:05 am -
Nonstop1h 25m
Deal found 8/11![Delta logo]()
$183
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:05 pm -
Nonstop1h 10m
Thu 9/248:15 am -
Nonstop1h 15m
Deal found 8/12![Southwest logo]()
$183
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:25 am -
Nonstop1h 30m
Sun 9/62:30 pm -
Nonstop1h 30m
Deal found 8/13![United Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:57 pm -
1 stop12h 55m
Sun 9/273:53 pm -
2 stops25h 03m
Deal found 8/13![Multiple Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:10 am -
Nonstop1h 31m
Mon 11/25:29 pm -
Nonstop1h 31m
Deal found 8/13![Delta logo]()
$183
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:30 pm -
Nonstop1h 10m
Sat 10/38:50 am -
Nonstop1h 10m
Deal found 8/11![Southwest logo]()
$183
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:56 pm -
Nonstop1h 34m
Mon 11/97:22 pm -
Nonstop1h 28m
Deal found 8/12![Delta logo]()
$183
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:40 pm -
2 stops8h 45m
Mon 9/141:00 pm -
Nonstop1h 10m
Deal found 8/12![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:20 pm -
Nonstop1h 19m
Thu 9/171:19 pm -
Nonstop1h 15m
Deal found 8/13![Delta logo]()
$183
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/155:25 am -
Nonstop1h 30m
Wed 9/169:20 pm -
Nonstop1h 29m
Deal found 8/14![United Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:45 pm -
Nonstop1h 10m
Sun 9/66:25 pm -
Nonstop1h 10m
Deal found 8/13![Southwest logo]()
$199
This United Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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.
Sat 9/52:10 pm -
Nonstop1h 40m
Mon 9/79:33 pm -
Nonstop1h 26m
Deal found 8/15![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 8/11![Delta logo]()
$208
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/222:45 pm -
1 stop5h 00m
Tue 9/291:00 pm -
2 stops7h 35m
Deal found 8/11![Southwest logo]()
$208
This United Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/177:35 am -
Nonstop1h 25m
Mon 9/213:35 pm -
Nonstop1h 30m
Deal found 8/15![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:10 am -
Nonstop1h 31m
Sat 11/77:10 am -
Nonstop1h 31m
Deal found 8/11![Delta logo]()
$208
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:21 pm -
Nonstop1h 18m
Tue 9/85:37 pm -
Nonstop1h 16m
Deal found 8/12![Delta logo]()
$208
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:30 am -
Nonstop1h 29m
Sun 10/116:55 am -
Nonstop1h 33m
Deal found 8/13![United Airlines logo]()
$254
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/194:45 pm -
Nonstop1h 10m
Mon 9/216:40 pm -
Nonstop1h 15m
Deal found 8/14![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:30 pm -
Nonstop1h 10m
Sun 9/276:35 pm -
Nonstop1h 15m
Deal found 8/12![Southwest logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:00 am -
1 stop13h 11m
Sun 9/209:29 pm -
2 stops23h 03m
Deal found 8/11![Multiple Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:50 pm -
Nonstop1h 23m
Tue 10/67:00 am -
Nonstop1h 30m
Deal found 8/15![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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
Mon 9/76:42 pm -
Nonstop1h 18m
Deal found 8/15![Delta logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:15 am -
1 stop14h 24m
Sun 9/209:29 pm -
2 stops35h 23m
Deal found 8/12![Multiple Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:35 am -
Nonstop1h 21m
Thu 9/247:05 am -
Nonstop1h 25m
Deal found 8/11![Delta logo]()
$254
Last-minute flights from Detroit to ChicagoDiscover last-minute flight deals from Detroit to Chicago. Data last updated August 16, 2026 and is based on user searches.
Discover last-minute flight deals from Detroit to Chicago. Data last updated August 16, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:21 pm -
1 stop6h 47m
Thu 9/39:20 am -
1 stop7h 55m
Deal found 8/11![Frontier logo]()
$177
This Kissandfly.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:03 pm -
Nonstop1h 38m
Sat 9/51:59 pm -
1 stop10h 05m
Deal found 8/13![Frontier logo]()
$184
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:30 am -
Nonstop1h 15m
Sat 9/53:35 pm -
Nonstop1h 10m
Deal found 8/13![Southwest logo]()
$180
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sat 9/57:44 pm -
1 stop12h 10m
Deal found 8/13![Frontier logo]()
$182
This Kissandfly.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:01 pm -
Nonstop1h 44m
Sun 9/65:55 am -
1 stop8h 45m
Deal found 8/13![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:00 am -
2 stops34h 39m
Tue 9/87:05 am -
1 stop16h 59m
Deal found 8/11![Frontier logo]()
$189
This CheapOair deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/94:00 pm -
1 stop7h 59m
Fri 9/113:50 pm -
1 stop18h 45m
Deal found 8/14![Frontier logo]()
$185
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:20 pm -
Nonstop1h 10m
Mon 9/148:15 am -
Nonstop1h 15m
Deal found 8/12![Southwest logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:25 pm -
1 stop21h 26m
Mon 9/146:30 am -
2 stops14h 02m
Deal found 8/11![Frontier logo]()
$188
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:10 am -
Nonstop1h 27m
Mon 9/1411:17 am -
Nonstop1h 32m
Deal found 8/12![Delta logo]()
$183
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:45 am -
Nonstop1h 22m
Sat 9/125:37 pm -
Nonstop1h 16m
Deal found 8/12![Delta logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/204:23 pm -
1 stop23h 22m
Thu 9/247:11 am -
1 stop15h 16m
Deal found 8/11![Frontier logo]()
$181
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 16, 2026.
Search for one-way flight options from Detroit to Chicago. Find affordable one-way fares based on user searches. Data last updated August 16, 2026.
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/2412:30 pm -
Nonstop1h 29m
Deal found 8/14![Delta logo]()
$92
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:40 pm -
Nonstop1h 17m
Deal found 8/13![Delta logo]()
$92
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/2812:33 pm -
1 stop10h 06m
Deal found 8/14![Frontier logo]()
$96
This Expedia deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/97:22 pm -
1 stop5h 21m
Deal found 8/14![Frontier logo]()
$96
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:59 pm -
1 stop13h 02m
Deal found 8/13![Frontier logo]()
$97
This Booking.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:00 am -
1 stop11h 46m
Deal found 8/13![Frontier logo]()
$97
This CheapOair deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:25 pm -
1 stop9h 19m
Deal found 8/13![Frontier logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:23 pm -
1 stop23h 22m
Deal found 8/15![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/214:23 pm -
1 stop23h 57m
Deal found 8/12![Frontier logo]()
$100
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Deal found 8/12![Southwest logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:37 am -
2 stops26h 14m
Deal found 8/12![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/2510:29 pm -
1 stop14h 30m
Deal found 8/15![Frontier logo]()
$101
Find flight deals from Detroit to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTW) 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 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $177 (Frontier) |
One-way from | $92 (Delta) |
Popular in | January |
Cheapest in | September |
Average price | $321 |
Good round-trip deal | $371 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 16, 2026.
Use the filters below to find and compare flights from Detroit Metropolitan Wayne County Airport 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
Tue 9/22
3:50 pm-4:13 pm
Nonstop1h 23m
Chicago O'Hare Intl
Tue 9/29
7:05 am-9:30 am
Nonstop1h 25m
$183
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Tue 9/22
7:05 pm-7:15 pm
Nonstop1h 10m
Chicago Midway
Thu 9/24
8:15 am-10:30 am
Nonstop1h 15m
$183
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Thu 10/29
7:10 am-7:41 am
Nonstop1h 31m
Chicago O'Hare Intl
Mon 11/2
5:29 pm-8:00 pm
Nonstop1h 31m
$183
Quickest round-trip
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Mon 9/21
7:30 pm-7:40 pm
Nonstop1h 10m
Chicago Midway
Sat 10/3
8:50 am-11:00 am
Nonstop1h 10m
$183
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Mon 11/2
7:56 pm-8:30 pm
Nonstop1h 34m
Chicago O'Hare Intl
Mon 11/9
7:22 pm-9:50 pm
Nonstop1h 28m
$183
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Tue 9/15
12:20 pm-12:39 pm
Nonstop1h 19m
Chicago Midway
Thu 9/17
1:19 pm-3:34 pm
Nonstop1h 15m
$183
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Fri 9/11
2:40 pm-10:25 pm
2 stops8h 45m
Chicago Midway
Mon 9/14
1:00 pm-3:10 pm
Nonstop1h 10m
$197
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Sat 9/5
4:45 pm-4:55 pm
Nonstop1h 10m
Chicago Midway
Sun 9/6
6:25 pm-8:35 pm
Nonstop1h 10m
$199
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Fri 9/18
5:55 pm-6:26 pm
Nonstop1h 31m
Chicago O'Hare Intl
Mon 9/21
7:30 pm-10:01 pm
Nonstop1h 31m
$208
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Tue 9/22
2:45 pm-6:45 pm
1 stop5h 00m
Chicago Midway
Tue 9/29
1:00 pm-9:35 pm
2 stops7h 35m
$208
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 | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Detroit Metropolitan Wayne County Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Detroit Metropolitan Wayne County Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Detroit Metropolitan Wayne County Airport-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Detroit Metropolitan Wayne County Airport-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 Metropolitan Wayne County Airport-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.
DTW-CHI
DTW-ORD
DTW-MDW
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 Metropolitan Wayne County Airport to Chicago
DTW-CHI
DTW-ORD
DTW-MDW
DTW-RFD
What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Chicago?
Currently, September is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $231). Flying from Detroit Metropolitan Wayne County Airport to Chicago in February is currently the most expensive (average of $435). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from DTW 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 16, 2026.
One of the essential ways to save on airfare from Detroit Metropolitan Wayne County Airport to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 34% on airfare.
Weekly flight availability from Detroit Metropolitan Wayne County Airport 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 16, 2026.
The most flights from DTW to CHI are scheduled on a Friday (108 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (31 on average).
How much does it cost to fly round-trip from Detroit Metropolitan Wayne County Airport to Chicago?
Airfare is below average for this route at the moment.
Detroit Metropolitan Wayne County Airport to Chicago flights typically cost between $279 and $434 in September.The cheapest round-trip price found within the last 5 days was $177 on Frontier (Sep 2-Sep 3).
How far ahead should I book a flight from Detroit Metropolitan Wayne County Airport to Chicago?
Booking 72 days in advance of your planned departure date is, on average, the best time to get cheap flights from Detroit Metropolitan Wayne County Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Detroit Metropolitan Wayne County Airport 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 8, 2026.
Travelers seeking maximum savings on their Detroit Metropolitan Wayne County Airport to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Detroit Metropolitan Wayne County Airport to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Detroit Metropolitan Wayne County Airport to Chicago trip
Our travel experts
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 16, 2026.
Read through reviews of airlines operating flights from Detroit Metropolitan Wayne County Airport to Chicago, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
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
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Detroit and Chicago flights
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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 16, 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 |