$89+ Cheap flights from Detroit (DTT) to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — MDW
Aug 13 — Aug 201
Round-trip
1 adult, Economy
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Find cheap flights from Detroit to Midway with Cheapflights
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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 Detroit to Midway
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Best
Last-minute
One-way
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 July 14, 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 July 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sun 8/236:00 am
DTW
- MDW
1 stop5h 55m
Frontier
Sun 8/306:05 am
MDW
- DTW
1 stop6h 34m
Frontier
Deal found 7/9![Frontier logo]()
$176
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:15 pm
DTW
- MDW
Nonstop1h 18m
Delta
Mon 8/109:24 am
MDW
- DTW
Nonstop1h 16m
Delta
Deal found 7/9![Delta logo]()
$177
This Kissandfly.com deal was found by Cheapflights users on 7/9. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/62:56 pm
DTW
- MDW
1 stop8h 07m
Frontier
Mon 8/101:25 pm
MDW
- DTW
Nonstop1h 17m
Frontier
Deal found 7/9![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sun 8/236:00 am
DTW
- MDW
1 stop5h 55m
Frontier
Tue 8/2511:50 am
MDW
- DTW
1 stop12h 14m
Frontier
Deal found 7/9![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:46 pm
DTW
- MDW
1 stop15h 09m
Frontier
Mon 8/316:05 am
MDW
- DTW
1 stop6h 34m
Frontier
Deal found 7/10![Frontier logo]()
$186
This Southwest deal was found by Cheapflights users on 7/9. 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 8/61:20 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 8/105:30 pm
MDW
- DTW
1 stop4h 05m
Southwest
Deal found 7/9![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:00 am
DTW
- MDW
Nonstop1h 10m
Southwest
Thu 10/82:50 pm
MDW
- DTW
Nonstop1h 05m
Southwest
Deal found 7/9![Southwest logo]()
$189
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 July 14, 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 July 14, 2026.
This Southwest deal was found by Cheapflights users on 7/10. 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.
Mon 8/247:30 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 8/313:20 pm
MDW
- DTW
1 stop6h 15m
Southwest
Deal found 7/10![Southwest logo]()
$187
This Delta deal was found by Cheapflights users on 7/11. 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.
Wed 8/128:54 am
DTW
- MDW
Nonstop1h 23m
Delta
Tue 8/181:25 pm
MDW
- DTW
Nonstop1h 17m
Delta
Deal found 7/11![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 7/10. 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 9/124:45 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 9/147:55 am
MDW
- DTW
1 stop3h 45m
Southwest
Deal found 7/10![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 7/10. 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 8/117:05 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Wed 8/1212:45 pm
MDW
- DTW
2 stops7h 30m
Southwest
Deal found 7/10![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:30 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 8/101:00 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 7/12![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:45 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 10/127:55 am
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 7/12![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 7/13. 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.
Mon 8/108:55 am
DTW
- MDW
Nonstop1h 20m
Southwest
Thu 8/136:40 pm
MDW
- DTW
Nonstop1h 10m
Southwest
Deal found 7/13![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 7/13. 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 10/15:35 pm
DTW
- MDW
1 stop5h 25m
Southwest
Mon 10/54:20 pm
MDW
- DTW
2 stops6h 35m
Southwest
Deal found 7/13![Southwest logo]()
$242
This Southwest deal was found by Cheapflights users on 7/9. 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 8/137:30 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Sun 8/168:00 am
MDW
- DTW
Nonstop1h 20m
Southwest
Deal found 7/9![Southwest logo]()
$246
Last-minute flights from Detroit to MidwayDiscover last-minute flight deals from Detroit to Midway. Data last updated July 14, 2026 and is based on user searches.
Discover last-minute flight deals from Detroit to Midway. Data last updated July 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:15 pm
DTW
- MDW
Nonstop1h 18m
Delta
Mon 8/109:24 am
MDW
- DTW
Nonstop1h 16m
Delta
Deal found 7/9![Delta logo]()
$177
This Kissandfly.com deal was found by Cheapflights users on 7/9. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/62:56 pm
DTW
- MDW
1 stop8h 07m
Frontier
Mon 8/101:25 pm
MDW
- DTW
Nonstop1h 17m
Frontier
Deal found 7/9![Frontier logo]()
$179
This Southwest deal was found by Cheapflights users on 7/9. 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 8/61:20 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Mon 8/105:30 pm
MDW
- DTW
1 stop4h 05m
Southwest
Deal found 7/9![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 7/9. 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 8/66:55 am
DTW
- MDW
1 stop9h 30m
Southwest
Thu 8/138:15 am
MDW
- DTW
Nonstop1h 15m
Southwest
Deal found 7/9![Southwest logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:56 pm
DTW
- MDW
1 stop8h 07m
Frontier
Mon 8/176:05 am
MDW
- DTW
1 stop9h 35m
Frontier
Deal found 7/11![Frontier logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sun 8/236:00 am
DTW
- MDW
1 stop5h 55m
Frontier
Sun 8/306:05 am
MDW
- DTW
1 stop6h 34m
Frontier
Deal found 7/9![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sun 8/236:00 am
DTW
- MDW
1 stop5h 55m
Frontier
Tue 8/2511:50 am
MDW
- DTW
1 stop12h 14m
Frontier
Deal found 7/9![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:46 pm
DTW
- MDW
1 stop15h 09m
Frontier
Mon 8/316:05 am
MDW
- DTW
1 stop6h 34m
Frontier
Deal found 7/10![Frontier logo]()
$186
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 July 14, 2026.
Search for one-way flight options from Detroit to Midway. Find affordable one-way fares based on user searches. Data last updated July 14, 2026.
This Southwest deal was found by Cheapflights users on 7/9. 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.
Wed 9/3012:55 pm
DTW
- MDW
Nonstop1h 10m
Southwest
Deal found 7/9![Southwest logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sun 8/96:10 am
DTW
- MDW
1 stop28h 41m
Frontier
Deal found 7/9![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:34 pm
DTW
- MDW
1 stop7h 24m
Frontier
Deal found 7/10![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Fri 8/76:10 am
DTW
- MDW
1 stop28h 41m
Frontier
Deal found 7/9![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Thu 8/62:56 pm
DTW
- MDW
1 stop8h 07m
Frontier
Deal found 7/10![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:50 am
DTW
- MDW
1 stop29h 08m
Frontier
Deal found 7/10![Frontier logo]()
$98
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:25 pm
DTW
- MDW
1 stop6h 20m
Southwest
Deal found 7/9![Southwest logo]()
$99
This Southwest deal was found by Cheapflights users on 7/9. 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.
Wed 8/193:35 pm
DTW
- MDW
2 stops5h 35m
Southwest
Deal found 7/9![Southwest logo]()
$104
This Frontier deal was found by Cheapflights users on 7/10. 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.
Wed 9/303:34 pm
DTW
- MDW
1 stop7h 24m
Frontier
Deal found 7/10![Frontier logo]()
$105
This Booking.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
DTW
- MDW
1 stop5h 55m
Frontier
Deal found 7/13![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
DTW
- MDW
1 stop5h 55m
Frontier
Deal found 7/11![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/123:38 pm
DTW
- MDW
1 stop7h 20m
Frontier
Deal found 7/11![Frontier logo]()
$108
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 July 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $176 (Kiwi.com) |
One-way from | $89 (Southwest) |
Popular in | October |
Cheapest in | September |
Average price | $422 |
Good round-trip deal | $398 or less |
Good one-way deal | $220 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 2,558,603 searches. Data last updated July 14, 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 - MDW
DTWMDW
Detroit Metropolitan Wayne County
Mon 8/24
7:30 pm-7:40 pm
Nonstop1h 10m
Chicago Midway
Mon 8/31
3:20 pm-10:35 pm
1 stop6h 15m
$187
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Sat 9/12
4:45 pm-4:55 pm
Nonstop1h 10m
Chicago Midway
Mon 9/14
7:55 am-12:40 pm
1 stop3h 45m
$187
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Tue 8/11
7:05 pm-7:15 pm
Nonstop1h 10m
Chicago Midway
Wed 8/12
12:45 pm-9:15 pm
2 stops7h 30m
$193
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Wed 8/12
8:54 am-9:17 am
Nonstop1h 23m
Chicago Midway
Tue 8/18
1:25 pm-3:42 pm
Nonstop1h 17m
$217
Quickest round-trip
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 8/6
7:30 pm-7:40 pm
Nonstop1h 10m
Chicago Midway
Mon 8/10
1:00 pm-3:10 pm
Nonstop1h 10m
$217
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 10/8
2:45 pm-2:55 pm
Nonstop1h 10m
Chicago Midway
Mon 10/12
7:55 am-10:05 am
Nonstop1h 10m
$217
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Mon 8/10
8:55 am-9:15 am
Nonstop1h 20m
Chicago Midway
Thu 8/13
6:40 pm-8:50 pm
Nonstop1h 10m
$217
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 10/1
5:35 pm-10:00 pm
1 stop5h 25m
Chicago Midway
Mon 10/5
4:20 pm-11:55 pm
2 stops6h 35m
$242
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Thu 8/13
7:30 pm-7:40 pm
Nonstop1h 10m
Chicago Midway
Sun 8/16
8:00 am-10:20 am
Nonstop1h 20m
$246
Cheapest one-way
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Wed 8/19
6:15 pm-6:33 pm
Nonstop1h 18m
$89
Showing 1-10 of 19 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 July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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, August is the cheapest month in which you can book a flight from Detroit to Chicago Midway Airport (average of $67). Flying from Detroit to Chicago Midway Airport in July is currently the most expensive (average of $277). 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 July 14, 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 30% on your trip compared to booking a flight at noon.
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 July 14, 2026.
The most flights from DTT to MDW are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).
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 July 11, 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. Sunday 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 July 14, 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.
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
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
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Top 2 airlines flying from Detroit to Midway
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$313 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$98 | Average$314 | FlexibilityNo cancel fee | On-timeN/A |