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Cheap flights from Detroit Metropolitan Wayne County Airport to Chicago from $74

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Detroit Metropolitan Wayne County Airport to Chicago departing on 2/25. 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 Detroit Metropolitan Wayne County Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:36 pm - 10:17 pm
DTW
-
MDW
8h 41m1 stop
Multiple Airlines Logo
10:07 am - 10:54 am
MDW
-
DTW
23h 47m1 stop
$160Multiple Airlines
Mon, Jan 12 - Mon, Jan 19
Frontier Logo
3:10 pm - 10:27 pm
DTW
-
MDW
8h 17m1 stop
Frontier Logo
6:20 am - 6:19 pm
MDW
-
DTW
10h 59m1 stop
$162Frontier
Sat, Jan 10 - Thu, Jan 22
Multiple Airlines Logo
2:36 pm - 10:17 pm
DTW
-
MDW
8h 41m1 stop
Multiple Airlines Logo
10:07 am - 10:54 am
MDW
-
DTW
23h 47m1 stop
$165Multiple Airlines
Mon, Jan 12 - Mon, Jan 19
Delta Logo
5:09 pm - 5:34 pm
DTW
-
MDW
1h 25mnonstop
Delta Logo
1:26 pm - 3:33 pm
MDW
-
DTW
1h 07mnonstop
$171Delta
Mon, Jan 12 - Mon, Jan 19
Delta Logo
8:25 am - 8:49 am
DTW
-
MDW
1h 24mnonstop
Delta Logo
6:14 pm - 8:29 pm
MDW
-
DTW
1h 15mnonstop
$173Delta
Thu, Jan 1 - Wed, Jan 7
Southwest Logo
6:10 am - 6:40 am
DTW
-
MDW
1h 30mnonstop
Southwest Logo
10:00 am - 12:20 pm
MDW
-
DTW
1h 20mnonstop
$175Southwest
Thu, Dec 25 - Thu, Jan 1
Multiple Airlines Logo
5:00 am - 12:02 am
DTW
-
MDW
20h 02m1 stop
Multiple Airlines Logo
1:20 pm - 10:08 pm
MDW
-
DTW
7h 48m1 stop
$180Multiple Airlines
Tue, Jan 13 - Tue, Jan 20
Southwest Logo
5:50 am - 9:30 am
DTW
-
MDW
4h 40m1 stop
Southwest Logo
1:25 pm - 3:30 pm
MDW
-
DTW
1h 05mnonstop
$181Southwest
Thu, Jan 8 - Mon, Jan 12
Frontier Logo
3:10 pm - 10:27 pm
DTW
-
MDW
8h 17m1 stop
Frontier Logo
5:01 pm - 12:01 pm
MDW
-
DTW
18h 00m2 stops
$182Frontier
Sat, Jan 10 - Thu, Jan 22
Southwest Logo
6:30 pm - 6:45 pm
DTW
-
MDW
1h 15mnonstop
Southwest Logo
3:05 pm - 11:00 pm
MDW
-
DTW
6h 55m2 stops
$186Southwest
Wed, Feb 18 - Thu, Feb 19

Delta flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

Our best Delta deals on Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flight tickets
Delta
Jan 12
DTW5:09 pmDetroit Metropolitan Wayne County
1h 25m
MDW5:34 pmChicago Midway
Jan 19
MDW1:26 pmChicago Midway
1h 07m
DTW3:33 pmDetroit Metropolitan Wayne County
$171
Find similar
Delta
Jan 13
DTW8:25 amDetroit Metropolitan Wayne County
1h 27m
MDW8:52 amChicago Midway
Jan 18
MDW9:32 amChicago Midway
1h 11m
DTW11:43 amDetroit Metropolitan Wayne County
$173
Find similar
Delta
Dec 24
DTW5:07 pmDetroit Metropolitan Wayne County
1h 19m
MDW5:26 pmChicago Midway
Jan 1
MDW9:29 amChicago Midway
1h 14m
DTW11:43 amDetroit Metropolitan Wayne County
$175
Find similar

Southwest flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

Our best Southwest deals on Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flight tickets
Southwest
Jan 8
DTW5:50 amDetroit Metropolitan Wayne County
4h 40m
1 stop
MDW9:30 amChicago Midway
Jan 12
MDW1:25 pmChicago Midway
1h 05m
DTW3:30 pmDetroit Metropolitan Wayne County
$181
Find similar
Southwest
Jan 17
DTW12:45 pmDetroit Metropolitan Wayne County
7h 15m
1 stop
MDW7:00 pmChicago Midway
Jan 18
MDW10:00 amChicago Midway
1h 10m
DTW12:10 pmDetroit Metropolitan Wayne County
$185
Find similar
Southwest
Feb 18
DTW6:30 pmDetroit Metropolitan Wayne County
1h 15m
MDW6:45 pmChicago Midway
Feb 19
MDW3:05 pmChicago Midway
6h 55m
2 stops
DTW11:00 pmDetroit Metropolitan Wayne County
$186
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport 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 December 15, 2025.
Use the filters below to find and compare flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Mon 1/12

2:36 pm-10:17 pm

1 stop8h 41m

Chicago Midway

Mon 1/19

10:07 am-10:54 am

1 stop23h 47m

$160

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/10

3:10 pm-10:27 pm

1 stop8h 17m

Chicago Midway

Thu 1/22

6:20 am-6:19 pm

1 stop10h 59m

$162

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Mon 1/12

2:36 pm-10:17 pm

1 stop8h 41m

Chicago Midway

Mon 1/19

10:07 am-10:54 am

1 stop23h 47m

$165

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Mon 1/12

5:09 pm-5:34 pm

Nonstop1h 25m

Chicago Midway

Mon 1/19

1:26 pm-3:33 pm

Nonstop1h 07m

$171

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 1/1

8:25 am-8:49 am

Nonstop1h 24m

Chicago Midway

Wed 1/7

6:14 pm-8:29 pm

Nonstop1h 15m

$173

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 12/25

6:10 am-6:40 am

Nonstop1h 30m

Chicago Midway

Thu 1/1

10:00 am-12:20 pm

Nonstop1h 20m

$175

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 1/13

5:00 am-12:02 am

1 stop20h 02m

Chicago Midway

Tue 1/20

1:20 pm-10:08 pm

1 stop7h 48m

$180

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 1/8

5:50 am-9:30 am

1 stop4h 40m

Chicago Midway

Mon 1/12

1:25 pm-3:30 pm

Nonstop1h 05m

$181

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/10

3:10 pm-10:27 pm

1 stop8h 17m

Chicago Midway

Thu 1/22

5:01 pm-12:01 pm

2 stops18h 00m

$182

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 2/18

6:30 pm-6:45 pm

Nonstop1h 15m

Chicago Midway

Thu 2/19

3:05 pm-11:00 pm

2 stops6h 55m

$186

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 Chicago from

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

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 month to fly to Chicago Midway Airport?

The month of March is, on average, the cheapest month to fly to Chicago Midway Airport from Detroit Metropolitan Wayne County Airport, with most prices found around $132. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Detroit Metropolitan Wayne County Airport during the month January is also very affordable. Most momondo users find prices during this month for around $175.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Detroit Metropolitan Wayne County Airport. The lowest ticket price found for a Wednesday departure recently was $363. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Detroit Metropolitan Wayne County Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $448.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Detroit Metropolitan Wayne County Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $294 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $414. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Detroit Metropolitan Wayne County to Chicago Midway flight route?

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

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

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

How have Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flight prices changed over time?

As of December 2025, prices for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights are approximately 11% more expensive when compared to flights at the same time last year.

When to book flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

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

Cheap Detroit Metropolitan Wayne County Airport to Chicago Midway Airport (DTW to MDW) flight deals and tips

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

Best Price Found

$185

Fastest flight time

1h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Detroit Metropolitan Wayne County Airport in the past 72 hours is $185. The best round-trip flight deal from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport found on momondo in the last 72 hours is $291.
The fastest flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport takes 1h 10m
Direct flights go from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport every day.
Search flight deals

  • How far is Detroit Metropolitan Wayne County to Chicago Midway by plane?

    A flight from Detroit Metropolitan Wayne County to Chicago Midway will travel around 227.4 mi. Flights usually cover this in 1h 10m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

  • What is the most popular airline from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

Best airlines flying from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $97Free CancellationRating
7.9
8,008 reviews
Search Delta flights
SouthwestPriceFrom $97Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

  • Delta Flights From Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

    Delta is one of the most popular airlines flying from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport, operating 17 flights/week on average for this route. A good Delta flight deal for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport starts from $97 round-trip, up to an average price of $269. Our users have rated Delta at 7.9/10.

  • Southwest Flights From Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

    Another popular option for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights is Southwest (7.9/10, 4,250 ratings). Southwest flies from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport around 9 times per week, with deals starting from $97 round-trip and rising to an average price of around $275.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Detroit.

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

momondo does allow users to show only those flights to Chicago from Detroit which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Detroit to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Detroit and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

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