$93+ Cheap flights from Detroit Metropolitan Wayne County Airport (DTW) 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — CHI
Nov 13 — Nov 201
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 December or November, booked 86 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 October 14, 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 October 14, 2026.
This Southwest deal was found by Cheapflights users on 10/12. 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.
Mon 11/98:45 pm -
1 stop4h 25m
Mon 11/168:00 am -
1 stop4h 20m
Deal found 10/12![Southwest logo]()
$217
This American Airlines deal was found by Cheapflights users on 10/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:10 pm -
Nonstop1h 50m
Sun 11/2210:30 am -
Nonstop1h 30m
Deal found 10/9![American Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 10/9. 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.
Wed 11/189:10 am -
Nonstop1h 36m
Sun 11/226:44 pm -
Nonstop1h 16m
Deal found 10/9![Delta logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Mon 10/267:25 pm -
1 stop24h 20m
Thu 10/294:42 pm -
1 stop20h 24m
Deal found 10/9![Frontier logo]()
$222
This Southwest deal was found by Cheapflights users on 10/12. 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.
Wed 11/111:25 pm -
1 stop6h 40m
Wed 11/181:15 pm -
2 stops7h 55m
Deal found 10/12![Southwest logo]()
$222
This Kissandfly.com deal was found by Cheapflights users on 10/12. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:10 am -
Nonstop1h 31m
Mon 11/98:30 pm -
1 stop11h 49m
Deal found 10/12![Frontier logo]()
$223
This Frontier deal was found by Cheapflights users on 10/9. 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.
Wed 11/186:25 am -
1 stop13h 05m
Sun 11/225:25 am -
1 stop8h 21m
Deal found 10/9![Frontier logo]()
$226
This Frontier deal was found by Cheapflights users on 10/9. 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.
Wed 11/186:25 am -
1 stop12h 22m
Sun 11/228:42 pm -
1 stop12h 50m
Deal found 10/9![Frontier logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Wed 11/46:25 am -
1 stop13h 05m
Thu 11/56:30 am -
2 stops14h 13m
Deal found 10/9![Frontier logo]()
$228
This Southwest deal was found by Cheapflights users on 10/10. 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 11/246:40 am -
1 stop9h 05m
Tue 12/11:15 pm -
2 stops7h 55m
Deal found 10/10![Southwest logo]()
$228
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:01 pm -
1 stop8h 42m
Sat 11/710:29 am -
1 stop7h 13m
Deal found 10/12![Frontier logo]()
$231
This Southwest deal was found by Cheapflights users on 10/10. 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.
Thu 11/58:15 pm -
1 stop3h 30m
Mon 11/96:50 pm -
Nonstop1h 15m
Deal found 10/10![Southwest logo]()
$231
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 October 14, 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 October 14, 2026.
This Southwest deal was found by Cheapflights users on 10/10. 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 11/106:55 am -
1 stop6h 10m
Tue 11/101:15 pm -
2 stops7h 55m
Deal found 10/10![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 10/13. 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.
Fri 11/69:10 am -
Nonstop1h 22m
Sat 11/71:27 pm -
Nonstop1h 15m
Deal found 10/13![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Wed 2/178:42 am -
Nonstop1h 33m
Wed 3/178:00 pm -
Nonstop1h 34m
Deal found 10/9![United Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 10/11. 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 2/15:15 am -
2 stops10h 30m
Fri 2/57:55 am -
2 stops8h 40m
Deal found 10/11![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 10/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/141:27 pm -
Nonstop1h 32m
Sun 11/157:15 pm -
Nonstop1h 28m
Deal found 10/10![Delta logo]()
$251
This Southwest deal was found by Cheapflights users on 10/10. 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.
Fri 12/188:00 pm -
Nonstop1h 20m
Mon 12/219:35 am -
2 stops9h 05m
Deal found 10/10![Southwest logo]()
$236
This Delta deal was found by Cheapflights users on 10/12. 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.
Sun 11/810:01 am -
Nonstop1h 28m
Mon 11/97:15 pm -
Nonstop1h 28m
Deal found 10/12![Delta logo]()
$251
This United Airlines deal was found by Cheapflights users on 10/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1412:35 pm -
Nonstop1h 33m
Mon 11/307:47 pm -
Nonstop1h 35m
Deal found 10/12![United Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 10/13. 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.
Thu 11/58:20 am -
Nonstop1h 25m
Mon 11/911:10 am -
1 stop10h 15m
Deal found 10/13![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 10/12. 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 12/45:56 pm -
Nonstop1h 30m
Sun 12/67:15 pm -
Nonstop1h 40m
Deal found 10/12![Delta logo]()
$251
This United Airlines deal was found by Cheapflights users on 10/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1112:35 pm -
Nonstop1h 37m
Fri 2/1911:59 am -
Nonstop1h 34m
Deal found 10/10![United Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 10/13. 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.
Fri 11/68:15 pm -
1 stop3h 30m
Mon 11/911:10 am -
1 stop10h 15m
Deal found 10/13![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 10/9. 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 11/137:45 pm -
Nonstop1h 32m
Sun 11/157:15 pm -
Nonstop1h 28m
Deal found 10/9![Delta logo]()
$251
This United Airlines deal was found by Cheapflights users on 10/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:48 am -
Nonstop1h 41m
Sun 11/299:30 pm -
Nonstop1h 27m
Deal found 10/12![United Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 10/10. 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 11/36:55 am -
1 stop6h 10m
Thu 11/512:45 pm -
2 stops5h 50m
Deal found 10/10![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 10/11. 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.
Thu 11/129:10 am -
Nonstop1h 36m
Sun 11/159:30 am -
Nonstop1h 15m
Deal found 10/11![Delta logo]()
$251
This Southwest deal was found by Cheapflights users on 10/11. 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.
Thu 11/58:20 am -
Nonstop1h 25m
Sun 11/86:50 pm -
Nonstop1h 15m
Deal found 10/11![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 10/9. 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 10/307:10 am -
Nonstop1h 31m
Sun 11/18:29 am -
Nonstop1h 23m
Deal found 10/9![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 10/13. 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.
Fri 11/61:30 pm -
Nonstop1h 20m
Sun 11/86:50 pm -
Nonstop1h 15m
Deal found 10/13![Southwest logo]()
$251
This United Airlines deal was found by Cheapflights users on 10/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/128:42 am -
Nonstop1h 33m
Sun 2/148:00 pm -
Nonstop1h 26m
Deal found 10/10![United Airlines logo]()
$341
Last-minute flights from Detroit to ChicagoDiscover last-minute flight deals from Detroit to Chicago. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Detroit to Chicago. Data last updated October 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Mon 10/267:25 pm -
1 stop24h 20m
Thu 10/294:42 pm -
1 stop20h 24m
Deal found 10/9![Frontier logo]()
$222
This Mytrip deal was found by Cheapflights users on 10/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:00 am -
2 stops17h 13m
Thu 11/56:30 am -
2 stops14h 13m
Deal found 10/9![Frontier logo]()
$228
This Kissandfly.com deal was found by Cheapflights users on 10/12. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:10 am -
Nonstop1h 31m
Mon 11/98:30 pm -
1 stop11h 49m
Deal found 10/12![Frontier logo]()
$223
This Southwest deal was found by Cheapflights users on 10/10. 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.
Thu 11/58:15 pm -
1 stop3h 30m
Mon 11/96:50 pm -
Nonstop1h 15m
Deal found 10/10![Southwest logo]()
$231
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:01 pm -
1 stop8h 42m
Sat 11/710:29 am -
1 stop7h 13m
Deal found 10/12![Frontier logo]()
$231
This Southwest deal was found by Cheapflights users on 10/12. 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.
Mon 11/98:45 pm -
1 stop4h 25m
Mon 11/168:00 am -
1 stop4h 20m
Deal found 10/12![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 10/12. 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.
Wed 11/111:25 pm -
1 stop6h 40m
Wed 11/181:15 pm -
2 stops7h 55m
Deal found 10/12![Southwest logo]()
$222
This American Airlines deal was found by Cheapflights users on 10/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:10 pm -
Nonstop1h 50m
Sun 11/2210:30 am -
Nonstop1h 30m
Deal found 10/9![American Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 10/9. 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.
Wed 11/189:10 am -
Nonstop1h 36m
Sun 11/226:44 pm -
Nonstop1h 16m
Deal found 10/9![Delta logo]()
$221
This Frontier deal was found by Cheapflights users on 10/9. 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.
Wed 11/186:25 am -
1 stop13h 05m
Sun 11/225:25 am -
1 stop8h 21m
Deal found 10/9![Frontier logo]()
$226
This Frontier deal was found by Cheapflights users on 10/9. 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.
Wed 11/186:25 am -
1 stop12h 22m
Sun 11/228:42 pm -
1 stop12h 50m
Deal found 10/9![Frontier logo]()
$226
This Southwest deal was found by Cheapflights users on 10/10. 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 11/246:40 am -
1 stop9h 05m
Tue 12/11:15 pm -
2 stops7h 55m
Deal found 10/10![Southwest logo]()
$228
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 October 14, 2026.
Search for one-way flight options from Detroit to Chicago. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/107:00 am -
1 stop18h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$93
This Expedia deal was found by Cheapflights users on 10/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:36 pm -
1 stop10h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 10/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:01 pm -
1 stop8h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Frontier logo]()
$97
This Delta deal was found by Cheapflights users on 10/9. 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.
Wed 11/1110:10 am -
Nonstop1h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 10/9. 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.
Tue 11/105:40 pm -
Nonstop1h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 10/13. 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.
Tue 12/152:31 pm -
2 stops29h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 10/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:32 pm -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Frontier logo]()
$102
This Frontier deal was found by Cheapflights users on 10/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:35 pm -
1 stop7h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$103
This Frontier deal was found by Cheapflights users on 10/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/72:53 pm -
1 stop6h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$103
This Frontier deal was found by Cheapflights users on 10/9. 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.
Mon 11/235:56 pm -
1 stop7h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Wed 12/92:31 pm -
2 stops24h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$105
This Super.com deal was found by Cheapflights users on 10/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:01 pm -
1 stop8h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Frontier logo]()
$106
Find flight deals from Detroit to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Detroit (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 October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Southwest) |
One-way from | $93 (Kiwi.com) |
Popular in | August |
Cheapest in | December |
Average price | $297 |
Good round-trip deal | $371 or less |
Good one-way deal | $230 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 October 14, 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
Thu 12/10
10:20 am-10:59 am
Nonstop1h 39m
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 11/9
4:10 pm-4:50 pm
Nonstop1h 40m
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
Sat 12/12
4:45 pm-5:00 pm
Nonstop1h 15m
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
Mon 12/14
5:56 pm-6:26 pm
Nonstop1h 30m
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
Thu 11/12
10:48 am-11:29 am
Nonstop1h 41m
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
Mon 11/23
7:45 pm-8:05 pm
Nonstop1h 20m
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 1/13
8:30 am-9:15 am
Nonstop1h 45m
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
Fri 1/8
8:10 pm-8:37 pm
Nonstop1h 27m
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 12/31
8:50 am-9:10 am
Nonstop1h 20m
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
Fri 12/11
6:16 pm-6:50 pm
Nonstop1h 34m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
Showing 1-10 of 43 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 October.
| 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-MDW
DTW-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Detroit Metropolitan Wayne County Airport to Chicago
DTW-CHI
DTW-MDW
DTW-ORD
What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Chicago?
Currently, December is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $262). 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 October 14, 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 33% 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 October 14, 2026.
The most flights from DTW to CHI are scheduled on a Monday (101 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (51 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 $250 and $477 in November.The cheapest round-trip price found within the last 5 days was $217 on Southwest (Nov 9-Nov 16).
How far ahead should I book a flight from Detroit Metropolitan Wayne County Airport to Chicago?
Booking 76 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 October 10, 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. Saturday 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 October 14, 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.
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Crew
8.6
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.
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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 7,457,451 searches. Data last updated October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$70 | Average$229 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$121 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$137 | Average$299 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$164 | Average$372 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$178 | Average$372 | FlexibilityNo cancel fee | On-time63% |