$99+ Cheap flights from Detroit (DTT) to Midway (MDW)
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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — MDW
Dec 10 — Dec 171
Round-trip
1 adult, Economy
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Find cheap flights from Detroit to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Detroit to Midway
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Cheapest flights from Detroit to MidwayExplore the most affordable flight options available from Detroit to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
Explore the most affordable flight options available from Detroit to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:15 am -
Nonstop1h 22m
Thu 12/101:41 pm -
Nonstop1h 14m
Deal found 11/5![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:15 am -
Nonstop1h 22m
Mon 12/76:41 pm -
Nonstop1h 24m
Deal found 11/5![Delta logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/1612:07 pm -
1 stop9h 55m
Sun 1/105:41 pm -
1 stop12h 56m
Deal found 11/9![Frontier logo]()
$201
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/171:30 pm -
Nonstop1h 20m
Fri 12/1812:50 pm -
1 stop8h 40m
Deal found 11/5![Southwest logo]()
$213
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/228:25 am -
Nonstop1h 24m
Tue 12/299:29 am -
Nonstop1h 15m
Deal found 11/7![Delta logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:45 pm -
1 stop14h 48m
Tue 12/1512:28 pm -
1 stop21h 43m
Deal found 11/8![Frontier logo]()
$223
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:40 am -
1 stop6h 35m
Tue 12/297:15 pm -
Nonstop1h 10m
Deal found 11/6![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:35 pm -
Nonstop1h 20m
Fri 12/117:55 am -
Nonstop1h 15m
Deal found 11/5![Southwest logo]()
$231
This Delta deal was found by Cheapflights users on 11/9. 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.
Sat 12/512:44 pm -
Nonstop1h 17m
Mon 12/76:41 pm -
Nonstop1h 24m
Deal found 11/9![Delta logo]()
$232
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:45 pm -
Nonstop1h 15m
Mon 12/76:10 pm -
Nonstop1h 20m
Deal found 11/8![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 11/10. 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 12/198:25 am -
Nonstop1h 24m
Mon 12/216:15 pm -
Nonstop1h 19m
Deal found 11/10![Delta logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:01 pm -
1 stop14h 44m
Fri 12/115:02 pm -
2 stops29h 23m
Deal found 11/5![Frontier logo]()
$240
Best flights from Detroit to MidwayDiscover carefully curated flight deals from Detroit to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
Discover carefully curated flight deals from Detroit to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/308:25 am -
Nonstop1h 24m
Fri 1/16:15 pm -
Nonstop1h 19m
Deal found 11/5![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 11/10. 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.
Sat 2/206:30 am -
Nonstop1h 25m
Tue 2/232:25 pm -
1 stop5h 35m
Deal found 11/10![Southwest logo]()
$239
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:15 am -
Nonstop1h 22m
Mon 12/76:41 pm -
Nonstop1h 24m
Deal found 11/5![Delta logo]()
$198
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:35 pm -
Nonstop1h 20m
Thu 12/1012:45 pm -
1 stop4h 15m
Deal found 11/5![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:35 pm -
Nonstop1h 20m
Thu 12/175:05 am -
1 stop4h 55m
Deal found 11/9![Southwest logo]()
$254
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:45 pm -
Nonstop1h 15m
Mon 12/78:50 am -
1 stop5h 25m
Deal found 11/8![Southwest logo]()
$254
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/178:45 pm -
1 stop4h 25m
Fri 12/1812:50 pm -
1 stop8h 40m
Deal found 11/5![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/131:30 pm -
Nonstop1h 20m
Wed 12/161:20 pm -
Nonstop1h 10m
Deal found 11/5![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/183:45 pm -
Nonstop1h 15m
Mon 12/217:45 am -
Nonstop1h 10m
Deal found 11/7![Southwest logo]()
$259
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/248:50 am -
Nonstop1h 20m
Thu 12/311:15 pm -
2 stops7h 55m
Deal found 11/9![Southwest logo]()
$274
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:50 am -
Nonstop1h 20m
Tue 12/11:15 pm -
2 stops7h 55m
Deal found 11/7![Southwest logo]()
$283
Last-minute flights from Detroit to MidwayDiscover last-minute flight deals from Detroit to Midway. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Detroit to Midway. Data last updated November 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:15 am -
Nonstop1h 22m
Thu 12/101:41 pm -
Nonstop1h 14m
Deal found 11/5![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:15 am -
Nonstop1h 22m
Mon 12/76:41 pm -
Nonstop1h 24m
Deal found 11/5![Delta logo]()
$198
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:35 pm -
Nonstop1h 20m
Fri 12/117:55 am -
Nonstop1h 15m
Deal found 11/5![Southwest logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:01 pm -
1 stop14h 44m
Fri 12/115:02 pm -
2 stops29h 23m
Deal found 11/5![Frontier logo]()
$240
This Delta deal was found by Cheapflights users on 11/9. 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.
Sat 12/512:44 pm -
Nonstop1h 17m
Mon 12/76:41 pm -
Nonstop1h 24m
Deal found 11/9![Delta logo]()
$232
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:45 pm -
Nonstop1h 15m
Mon 12/76:10 pm -
Nonstop1h 20m
Deal found 11/8![Southwest logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:45 pm -
1 stop14h 48m
Tue 12/1512:28 pm -
1 stop21h 43m
Deal found 11/8![Frontier logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/1612:07 pm -
1 stop9h 55m
Sun 1/105:41 pm -
1 stop12h 56m
Deal found 11/9![Frontier logo]()
$201
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/171:30 pm -
Nonstop1h 20m
Fri 12/1812:50 pm -
1 stop8h 40m
Deal found 11/5![Southwest logo]()
$213
This Delta deal was found by Cheapflights users on 11/10. 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 12/198:25 am -
Nonstop1h 24m
Mon 12/216:15 pm -
Nonstop1h 19m
Deal found 11/10![Delta logo]()
$236
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/228:25 am -
Nonstop1h 24m
Tue 12/299:29 am -
Nonstop1h 15m
Deal found 11/7![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:40 am -
1 stop6h 35m
Tue 12/297:15 pm -
Nonstop1h 10m
Deal found 11/6![Southwest logo]()
$229
One-way flights from Detroit to MidwaySearch for one-way flight options from Detroit to Midway. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
Search for one-way flight options from Detroit to Midway. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:40 pm -
Nonstop1h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$99
This Trip.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/72:42 pm -
1 stop21h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Frontier logo]()
$111
This CheapOair deal was found by Cheapflights users on 11/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1612:07 pm -
1 stop9h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Frontier logo]()
$113
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:40 am -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Southwest logo]()
$120
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:35 pm -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Southwest logo]()
$125
This Expedia deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:36 pm -
1 stop11h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/19:33 pm -
2 stops15h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Frontier logo]()
$132
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/257:35 pm -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Southwest logo]()
$135
This CheapOair deal was found by Cheapflights users on 11/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
1 stop14h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Frontier logo]()
$136
Find flight deals from Detroit to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTT) to Midway (MDW). 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 November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (Delta) |
One-way from | $99 (Delta) |
Popular in | September |
Cheapest in | October |
Average price | $287 |
Good round-trip deal | $361 or less |
Good one-way deal | $212 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Detroit to Midway 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 November 10, 2026.
Use the filters below to find and compare flights from Detroit to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 12/2
5:40 pm-6:01 pm
Nonstop1h 21m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$99
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 12/2
7:35 pm-7:55 pm
Nonstop1h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$110
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Sat 1/9
8:40 am-9:16 am
Nonstop1h 36m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$110
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Mon 12/7
7:35 pm-7:55 pm
Nonstop1h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$125
Quickest round-trip
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Thu 12/17
12:44 pm-1:01 pm
Nonstop1h 17m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$125
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Thu 12/10
5:40 pm-6:01 pm
Nonstop1h 21m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$125
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Tue 12/29
8:00 pm-8:20 pm
Nonstop1h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$135
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Fri 12/25
7:35 pm-7:55 pm
Nonstop1h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$135
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Fri 12/4
2:15 pm-2:35 pm
Nonstop1h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$135
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 12/30
8:25 am-8:49 am
Nonstop1h 24m
Chicago Midway
Fri 1/1
6:15 pm-8:34 pm
Nonstop1h 19m
$197
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Detroit to Midway
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 Midway in November.
| 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 Detroit-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Detroit-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Detroit-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Detroit-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Detroit-Chicago Midway Airport 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 Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Detroit with our price prediction graph.
DTT-MDW
DTW-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Detroit to Chicago Midway Airport
DTT-MDW
DTW-MDW
What is the cheapest month to book a flight from Detroit to Chicago Midway Airport?
Currently, January is the cheapest month in which you can book a flight from Detroit to Chicago Midway Airport (average of $171). Flying from Detroit to Chicago Midway Airport in February is currently the most expensive (average of $503). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from DTT to MDW?
Find hourly flight availability from Detroit to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 10, 2026.
A simple way to save on the total cost of your ticket is to fly from Detroit to Chicago Midway Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 29% on your trip compared to booking a flight in the morning.
Weekly flight availability from Detroit to Chicago Midway Airport
Explore weekly flight availability from Detroit to Midway. 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 November 10, 2026.
The most flights from DTT to MDW are scheduled on a Monday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 on average).
How much does it cost to fly round-trip from Detroit to Chicago Midway Airport?
Airfare is below average for this route at the moment.
Detroit to Chicago Midway Airport flights typically cost between $203 and $369 in December.The cheapest round-trip price found within the last 5 days was $197 on Delta (Dec 3-Dec 10).
What is the cheapest day to fly from Detroit to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Detroit to Midway. Price data was last updated on November 7, 2026.
Travelers seeking maximum savings on their Detroit to Chicago Midway Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated November 10, 2026.
Read reviews from past customers who have flown Southwest and Delta from Detroit to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Entertainment
7.4
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Boarding
8.1
Entertainment
7.4
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Boarding
8.1
Entertainment
7.4
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Detroit to Midway. 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 Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Top 2 airlines flying from Detroit to Midway
Discover the top 2 airlines that operate flights from Detroit to Midway. 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 November 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$421 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$198 | Average$349 | FlexibilityNo cancel fee | On-timeN/A |