$99+ Cheap flights from Midway (MDW) to Detroit (DTT)
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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DTT
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Detroit with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 Midway to Detroit
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Cheapest flights from Midway to DetroitExplore the most affordable flight options available from Midway to Detroit. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Midway to Detroit. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This Frontier deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:20 pm -
1 stop8h 23m
Mon 11/236:00 am -
1 stop14h 47m
Deal found 10/26![Frontier logo]()
$245
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/124:25 pm -
1 stop4h 35m
Sun 12/134:50 pm -
1 stop7h 20m
Deal found 10/28![Southwest logo]()
$246
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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.
Sat 12/1212:28 pm -
2 stops21h 22m
Sun 12/138:01 pm -
1 stop14h 44m
Deal found 10/28![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:08 am -
1 stop17h 36m
Wed 11/112:55 pm -
1 stop9h 52m
Deal found 10/26![Frontier logo]()
$249
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/198:20 am -
Nonstop1h 10m
Sun 11/221:30 pm -
Nonstop1h 20m
Deal found 10/29![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 11/257:15 pm -
Nonstop1h 10m
Thu 11/262:10 pm -
Nonstop1h 15m
Deal found 10/27![Southwest logo]()
$252
This Frontier deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:20 pm -
1 stop8h 23m
Mon 11/166:25 am -
1 stop12h 22m
Deal found 10/25![Frontier logo]()
$253
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/113:05 pm -
Nonstop1h 10m
Sun 12/135:00 am -
1 stop4h 40m
Deal found 10/28![Southwest logo]()
$255
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/1712:50 pm -
2 stops10h 05m
Fri 12/189:00 pm -
1 stop4h 20m
Deal found 10/28![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/181:15 pm -
2 stops7h 55m
Thu 11/196:20 pm -
1 stop4h 15m
Deal found 10/28![Southwest logo]()
$257
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:02 pm -
2 stops19h 34m
Sun 12/138:01 pm -
1 stop14h 44m
Deal found 10/28![Frontier logo]()
$258
This Mytrip deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:28 pm -
2 stops21h 22m
Wed 12/1610:00 am -
2 stops13h 24m
Deal found 10/25![Frontier logo]()
$259
Best flights from Midway to DetroitDiscover carefully curated flight deals from Midway to Detroit that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Midway to Detroit that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/124:25 pm -
1 stop4h 35m
Sun 12/134:50 pm -
1 stop7h 20m
Deal found 10/28![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 11/1911:30 am -
1 stop8h 30m
Mon 11/238:45 pm -
1 stop4h 25m
Deal found 10/27![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 11/257:15 pm -
Nonstop1h 10m
Thu 11/262:10 pm -
Nonstop1h 15m
Deal found 10/27![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 11/2312:45 pm -
2 stops5h 50m
Thu 11/266:25 am -
1 stop6h 25m
Deal found 10/27![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 11/237:55 am -
Nonstop1h 15m
Fri 11/276:50 am -
1 stop5h 50m
Deal found 10/27![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:50 pm -
2 stops10h 05m
Sat 12/1210:50 am -
2 stops7h 30m
Deal found 10/26![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/161:15 pm -
2 stops7h 55m
Sat 12/1912:40 pm -
2 stops5h 55m
Deal found 10/25![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:15 pm -
2 stops7h 55m
Tue 11/176:50 pm -
1 stop4h 55m
Deal found 10/25![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/198:50 am -
1 stop5h 25m
Sat 11/2112:40 pm -
2 stops5h 55m
Deal found 10/29![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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.
Sun 12/66:30 am -
1 stop5h 20m
Wed 12/96:20 pm -
1 stop4h 15m
Deal found 10/29![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/285:50 pm -
1 stop3h 35m
Sat 12/54:45 pm -
Nonstop1h 15m
Deal found 10/29![Southwest logo]()
$326
Last-minute flights from Midway to DetroitDiscover last-minute flight deals from Midway to Detroit. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Detroit. Data last updated October 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:08 am -
1 stop17h 36m
Wed 11/112:55 pm -
1 stop9h 52m
Deal found 10/26![Frontier logo]()
$249
This Mytrip deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:08 am -
2 stops16h 29m
Thu 11/1210:28 pm -
1 stop13h 57m
Deal found 10/25![Frontier logo]()
$269
This Frontier deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:20 pm -
1 stop8h 23m
Mon 11/166:25 am -
1 stop12h 22m
Deal found 10/25![Frontier logo]()
$253
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/181:15 pm -
2 stops7h 55m
Thu 11/196:20 pm -
1 stop4h 15m
Deal found 10/28![Southwest logo]()
$257
This Frontier deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:20 pm -
1 stop8h 23m
Mon 11/236:00 am -
1 stop14h 47m
Deal found 10/26![Frontier logo]()
$245
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/198:20 am -
Nonstop1h 10m
Sun 11/221:30 pm -
Nonstop1h 20m
Deal found 10/29![Southwest logo]()
$251
This Frontier deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/1912:20 pm -
1 stop8h 23m
Sun 11/229:30 pm -
1 stop11h 44m
Deal found 10/28![Frontier logo]()
$263
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/205:05 am -
1 stop4h 55m
Mon 11/231:30 pm -
Nonstop1h 20m
Deal found 10/30![Southwest logo]()
$266
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2110:10 am -
2 stops5h 35m
Mon 11/238:45 pm -
1 stop4h 25m
Deal found 10/26![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 11/244:20 pm -
1 stop5h 10m
Tue 12/16:20 pm -
1 stop4h 15m
Deal found 10/27![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 11/257:15 pm -
Nonstop1h 10m
Thu 11/262:10 pm -
Nonstop1h 15m
Deal found 10/27![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/2512:50 pm -
2 stops5h 50m
Wed 12/22:15 pm -
Nonstop1h 20m
Deal found 10/28![Southwest logo]()
$271
One-way flights from Midway to DetroitSearch for one-way flight options from Midway to Detroit. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Midway to Detroit. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/196:15 pm -
Nonstop1h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/173:50 pm -
1 stop4h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$104
This Frontier deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/196:01 am -
1 stop11h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/115:21 pm -
2 stops24h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Frontier logo]()
$123
This Frontier deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/258:42 pm -
1 stop12h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$126
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/241:15 pm -
2 stops7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$128
This KAYAK deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:20 am -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 1/55:21 pm -
1 stop13h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Frontier logo]()
$130
This Trip.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:08 am -
1 stop17h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$132
Find flight deals from Midway to Detroit
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Detroit (DTT). 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 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $245 (Frontier) |
One-way from | $99 (Delta) |
Popular in | March |
Cheapest in | November |
Average price | $494 |
Good round-trip deal | $477 or less |
Good one-way deal | $233 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Detroit 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 30, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Detroit that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Wed 11/18
8:50 am-3:15 pm
1 stop5h 25m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Tue 11/17
3:50 pm-9:00 pm
1 stop4h 10m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Thu 12/10
1:15 pm-10:10 pm
2 stops7h 55m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
Quickest round-trip
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Wed 11/25
9:30 am-11:45 am
Nonstop1h 15m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$113
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Sat 12/19
6:15 pm-8:34 pm
Nonstop1h 19m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$113
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Tue 11/24
6:44 pm-9:00 pm
Nonstop1h 16m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$113
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Mon 12/28
6:15 pm-8:34 pm
Nonstop1h 19m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$113
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Wed 11/25
8:42 pm-10:32 am
1 stop12h 50m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$126
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Sun 12/13
6:50 pm-9:05 pm
Nonstop1h 15m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
ChicagoDetroit
MDW Chicago Midway - DTW Detroit Metropolitan Wayne County
MDWDTW
Chicago Midway
Sun 12/6
9:37 am-11:57 am
Nonstop1h 20m
Detroit Metropolitan Wayne County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$167
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Midway to Detroit
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 Midway to Detroit in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Detroit flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Detroit flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Detroit flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Detroit 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 Chicago Midway Airport-Detroit 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 Midway to Detroit
Have a flexible travel schedule? Discover the best time to fly to Detroit from Midway with our price prediction graph.
MDW-DTT
MDW-DTW
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 Chicago Midway Airport to Detroit
MDW-DTT
MDW-DTW
What is the cheapest month to book a flight from Chicago Midway Airport to Detroit?
Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Detroit (average of $313). Flying from Chicago Midway Airport to Detroit in January is currently the most expensive (average of $681). 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 MDW to DTT?
Find hourly flight availability from Midway to Detroit. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2026.
It’s typically best to fly out from Chicago Midway Airport to Detroit in the evening. Doing so could potentially save you 50% on the flight price compared to flying at noon, which is usually more expensive.
How often are flights from Chicago to Detroit delayed?
About 16% of weekly flights between Chicago and Detroit have experienced delays in the past year, with the average delay time being 114 minutes.
What is the most punctual flight time for Chicago to Detroit flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Detroit flights?
Over the last year, Delta have had the lowest number of delays on this route, with just 15% of flights being delayed.
What is the cheapest day to fly from Chicago Midway Airport to Detroit?
Use this chart to determine the cheapest time to fly round-trip from Midway to Detroit. Price data was last updated on October 24, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Detroit flight should consider departing on Saturday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Detroit
Get insights into the airlines that provide service to Detroit. 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 Detroit. Reviews last updated October 30, 2026.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to Detroit. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Midway to Detroit. 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 Detroit?
Book flights to Detroit if you plan to visit one of these locationsRoseville
Port Huron
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Top airline flying from Midway to Detroit
Discover the top airline that operate flights from Midway to Detroit. 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 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$533 | FlexibilityNo cancel fee | On-time63% |