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Cheap flights from Chicago Midway Airport to Detroit from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Detroit departing on 11/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Detroit

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
4:35 pm - 12:05 amMDW-DTW
6h 30m2 stops
Southwest Logo
5:40 am - 10:10 amDTW-MDW
5h 30m1 stop
$102Southwest
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Thu, Oct 30 - Mon, Nov 3
Southwest Logo
2:30 pm - 10:45 pmMDW-DTW
7h 15m2 stops
Southwest Logo
6:15 am - 3:05 pmDTW-MDW
9h 50m2 stops
$113Southwest
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Wed, Oct 29 - Thu, Oct 30
Multiple Airlines Logo
1:56 pm - 8:16 amMDW-DTW
17h 20m1 stop
Multiple Airlines Logo
6:55 pm - 12:41 pmDTW-MDW
18h 46m1 stop
$132Multiple Airlines
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Tue, Oct 28 - Tue, Nov 4
Southwest Logo
9:40 am - 11:45 amMDW-DTW
1h 05mnonstop
Southwest Logo
8:25 pm - 8:35 pmDTW-MDW
1h 10mnonstop
$137Southwest
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Thu, Oct 30 - Sun, Nov 2
Frontier Logo
5:10 am - 6:32 pmMDW-DTW
12h 22m1 stop
Frontier Logo
1:49 pm - 11:20 pmDTW-MDW
10h 31m1 stop
$144Frontier
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Fri, Oct 24 - Mon, Oct 27
Frontier Logo
6:20 am - 4:03 pmMDW-DTW
8h 43m1 stop
Frontier Logo
1:49 pm - 11:20 pmDTW-MDW
10h 31m1 stop
$145Frontier
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Thu, Oct 23 - Mon, Oct 27
Southwest Logo
5:20 pm - 12:05 amMDW-DTW
5h 45m1 stop
Southwest Logo
8:25 pm - 8:35 pmDTW-MDW
1h 10mnonstop
$147Southwest
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Thu, Oct 30 - Sun, Nov 2
Multiple Airlines Logo
1:56 pm - 8:16 amMDW-DTW
17h 20m1 stop
Multiple Airlines Logo
9:05 pm - 6:39 pmDTW-MDW
22h 34m1 stop
$148Multiple Airlines
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Tue, Oct 28 - Fri, Oct 31
Delta Logo
6:23 pm - 8:35 pmMDW-DTW
1h 12mnonstop
Delta Logo
6:04 pm - 6:25 pmDTW-MDW
1h 21mnonstop
$155Delta
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Mon, Oct 27 - Tue, Oct 28
Delta Logo
1:11 pm - 3:20 pmMDW-DTW
1h 09mnonstop
Delta Logo
8:25 am - 8:40 amDTW-MDW
1h 15mnonstop
$187Delta
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Sat, Oct 18 - Thu, Oct 30

Frontier flights from Chicago Midway Airport to Detroit

Our best Frontier deals on Chicago Midway Airport to Detroit flight tickets
Frontier
Oct 24
MDW5:10 amChicago Midway
12h 22m
1 stop
DTW6:32 pmDetroit Metropolitan Wayne County
Oct 27
DTW1:49 pmDetroit Metropolitan Wayne County
10h 31m
1 stop
MDW11:20 pmChicago Midway
$144
Find similar
Frontier
Oct 23
MDW6:20 amChicago Midway
8h 43m
1 stop
DTW4:03 pmDetroit Metropolitan Wayne County
Oct 27
DTW1:49 pmDetroit Metropolitan Wayne County
10h 31m
1 stop
MDW11:20 pmChicago Midway
$145
Find similar
Frontier
Oct 16
MDW6:20 amChicago Midway
8h 43m
1 stop
DTW4:03 pmDetroit Metropolitan Wayne County
Oct 20
DTW4:58 pmDetroit Metropolitan Wayne County
7h 48m
1 stop
MDW11:46 pmChicago Midway
$150
Find similar

Delta flights from Chicago Midway Airport to Detroit

Our best Delta deals on Chicago Midway Airport to Detroit flight tickets
Delta
Oct 27
MDW6:23 pmChicago Midway
1h 12m
DTW8:35 pmDetroit Metropolitan Wayne County
Oct 28
DTW6:04 pmDetroit Metropolitan Wayne County
1h 21m
MDW6:25 pmChicago Midway
$155
Find similar
Delta
Oct 18
MDW1:11 pmChicago Midway
1h 09m
DTW3:20 pmDetroit Metropolitan Wayne County
Oct 30
DTW8:25 amDetroit Metropolitan Wayne County
1h 15m
MDW8:40 amChicago Midway
$187
Find similar
Delta
Oct 23
MDW9:35 amChicago Midway
1h 10m
DTW11:45 amDetroit Metropolitan Wayne County
Oct 24
DTW8:25 amDetroit Metropolitan Wayne County
1h 15m
MDW8:40 amChicago Midway
$204
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momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated October 2, 2025.
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

Price

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 10/30

4:35 pm-12:05 am

2 stops6h 30m

Detroit Metropolitan Wayne County

Mon 11/3

5:40 am-10:10 am

1 stop5h 30m

$102

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Wed 10/29

2:30 pm-10:45 pm

2 stops7h 15m

Detroit Metropolitan Wayne County

Thu 10/30

6:15 am-3:05 pm

2 stops9h 50m

$113

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Tue 10/28

1:56 pm-8:16 am

1 stop17h 20m

Detroit Metropolitan Wayne County

Tue 11/4

6:55 pm-12:41 pm

1 stop18h 46m

$132

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 10/30

9:40 am-11:45 am

Nonstop1h 05m

Detroit Metropolitan Wayne County

Sun 11/2

8:25 pm-8:35 pm

Nonstop1h 10m

$137

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Fri 10/24

5:10 am-6:32 pm

1 stop12h 22m

Detroit Metropolitan Wayne County

Mon 10/27

1:49 pm-11:20 pm

1 stop10h 31m

$144

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 10/23

6:20 am-4:03 pm

1 stop8h 43m

Detroit Metropolitan Wayne County

Mon 10/27

1:49 pm-11:20 pm

1 stop10h 31m

$145

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 10/30

5:20 pm-12:05 am

1 stop5h 45m

Detroit Metropolitan Wayne County

Sun 11/2

8:25 pm-8:35 pm

Nonstop1h 10m

$147

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Tue 10/28

1:56 pm-8:16 am

1 stop17h 20m

Detroit Metropolitan Wayne County

Fri 10/31

9:05 pm-6:39 pm

1 stop22h 34m

$148

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Mon 10/27

6:23 pm-8:35 pm

Nonstop1h 12m

Detroit Metropolitan Wayne County

Tue 10/28

6:04 pm-6:25 pm

Nonstop1h 21m

$155

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Sat 10/18

1:11 pm-3:20 pm

Nonstop1h 09m

Detroit Metropolitan Wayne County

Thu 10/30

8:25 am-8:40 am

Nonstop1h 15m

$187

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Detroit from

How to get the cheapest flight ticket from Chicago Midway Airport to Detroit

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Detroit?

On average, the least expensive day to fly to Detroit from Chicago Midway Airport is on a Friday. momondo users have found tickets for Friday departures for as low as $363. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Detroit for around $623.

What is the cheapest time of day to depart on your flight to Detroit?

In the evening is the cheapest time of day to fly from Chicago Midway Airport to Detroit when you can find flight prices for as low as $323. Flying to Detroit in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $710 on average. Flights to Detroit from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago Midway to Detroit flight route?

Fly from Chicago Midway to Detroit Metropolitan Wayne County for the best Chicago Midway - Detroit flight prices

What cabin class options are available on Chicago Midway to Detroit flights?

There are 4 cabin classes available to choose from on Chicago Midway to Detroit flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago Midway Airport to Detroit

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Detroit according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Detroit (MDW to DTT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Detroit

Best Price Found

$158

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Detroit

1 airport
The best one-way flight to Detroit from Chicago Midway Airport in the past 72 hours is $158. The best round-trip flight deal from Chicago Midway Airport to Detroit found on momondo in the last 72 hours is $253.
The fastest flight from Chicago Midway Airport to Detroit takes 1h 05m
Direct flights go from Chicago Midway Airport to Detroit every day.
There is 1 airport near Detroit: Detroit Metropolitan Wayne County (DTW)
Search flight deals

  • How far is Chicago Midway to Detroit by plane?

    The distance between Chicago Midway and Detroit is about 243.6 mi. A reasonable flight in good conditions will take 1h 05m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Detroit?

    Prices for flights from Chicago Midway Airport to Detroit are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Detroit?

  • How old do you have to be to fly from Chicago Midway Airport to Detroit?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Detroit.

  • What documentation or ID do you need to fly to Detroit?

    The required travel and health documents for your Detroit trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Detroit. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Detroit?

Best airlines flying from Chicago Midway Airport to Detroit

Compare and see reviews for airlines that fly from Chicago Midway Airport to Detroit with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $91Free CancellationRating
7.9
7,962 reviews
Search Delta flights
SouthwestPriceFrom $107Free CancellationRating
8.0
4,248 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Detroit

    Southwest flies from Chicago Midway Airport to Detroit around 8 times per week, with 4,248 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago Midway Airport to Detroit in the last 72 hours was $107 (round-trip), much lower than the average airfare cost of $257 for Southwest flights on this route.

  • Delta Flights From Chicago Midway Airport to Detroit

    The best Delta deal for Chicago Midway Airport to Detroit flight tickets found on momondo in the last 72 hours was $91, round-trip. It should be noted that an average Delta flight deal for this route in this time was higher, at $256 round-trip. Delta operates 15 flights out of Chicago Midway Airport into Detroit in an average week, so prices vary by time and availability. 7,962 Delta reviews by users on momondo have scored the airline at 7.9/10.

Traveling to a place near Detroit?

Book flights to Detroit if you plan to visit one of these locations
Port Huron
Roseville

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Detroit?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Detroit. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Detroit with flexible booking policies on momondo?

Flights from Chicago to Detroit with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Detroit?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Detroit.

I’m not ready to book a flight from Chicago to Detroit right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Detroit flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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