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Cheap flights from Detroit Metropolitan Wayne County Airport to Chicago from $95

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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.
Southwest Logo
8:25 pm - 11:10 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
3h 45m1 stop Lambert-St Louis
Southwest Logo
8:35 am - 1:15 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
3h 40m1 stop Nashville Intl
$217Southwest
Thu, Oct 22 - Thu, Oct 29
Southwest Logo
8:45 pm - 12:05 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
4h 20m1 stop Nashville Intl
Southwest Logo
6:25 am - 12:25 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
5h 00m1 stop Baltimore/Washington
$217Southwest
Thu, Dec 17 - Thu, Jan 7
Southwest Logo
11:05 am - 3:30 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
5h 25m1 stop Lambert-St Louis
Southwest Logo
8:05 am - 1:00 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
3h 55m1 stop Lambert-St Louis
$217Southwest
Tue, Oct 6 - Tue, Oct 13
Southwest Logo
3:55 pm - 9:25 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
6h 30m1 stop Baltimore/Washington
Southwest Logo
10:25 am - 5:25 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
6h 00m1 stop Lambert-St Louis
$217Southwest
Thu, Dec 10 - Sat, Dec 12
Frontier Logo
10:29 pm - 11:22 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
13h 53m1 stop Dallas/Fort Worth
Frontier Logo
12:20 pm - 9:19 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
19h 59m1 stop Dallas/Fort Worth
$218Frontier
Mon, Oct 26 - Mon, Nov 2
Frontier Logo
3:02 pm - 11:47 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
9h 45m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:42 pm - 10:32 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
12h 50m1 stop Orlando
$223Frontier
Wed, Nov 18 - Sun, Nov 22
Frontier Logo
3:03 pm - 11:43 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
9h 40m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:12 pm - 9:44 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
7h 32m1 stop Dallas/Fort Worth
$223Frontier
Wed, Oct 14 - Fri, Oct 16
Delta Logo
6:18 pm - 6:33 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 15mnonstop
Delta Logo
6:44 pm - 8:58 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 14mnonstop
$225Delta
Fri, Oct 2 - Fri, Oct 9
Delta Logo
8:45 am - 9:07 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 22mnonstop
Delta Logo
1:00 pm - 3:10 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$251Delta
Thu, Oct 1 - Wed, Apr 21
Delta Logo
5:40 pm - 6:00 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 20mnonstop
Delta Logo
1:27 pm - 3:42 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$251Delta
Tue, Oct 13 - Thu, Oct 15

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

Our best Frontier deals on Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flight tickets
Frontier
Oct 26
DTW10:29 pmDetroit Metropolitan Wayne County
13h 53m
1 stop
MDW11:22 amChicago Midway
Nov 2
MDW12:20 pmChicago Midway
19h 59m
1 stop
DTW9:19 amDetroit Metropolitan Wayne County
$218
Frontier
Oct 20
DTW3:03 pmDetroit Metropolitan Wayne County
9h 40m
1 stop
MDW11:43 pmChicago Midway
Oct 22
MDW1:12 pmChicago Midway
7h 32m
1 stop
DTW9:44 pmDetroit Metropolitan Wayne County
$223
Frontier
Oct 10
DTW1:09 pmDetroit Metropolitan Wayne County
11h 34m
1 stop
MDW11:43 pmChicago Midway
Oct 12
MDW6:15 amChicago Midway
11h 22m
1 stop
DTW6:37 pmDetroit Metropolitan Wayne County
$229

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
Oct 22
DTW8:25 pmDetroit Metropolitan Wayne County
3h 45m
1 stop
MDW11:10 pmChicago Midway
Oct 26
MDW5:50 pmChicago Midway
3h 35m
1 stop
DTW10:25 pmDetroit Metropolitan Wayne County
$217
Southwest
Oct 2
DTW8:25 pmDetroit Metropolitan Wayne County
3h 40m
1 stop
MDW11:05 pmChicago Midway
Oct 5
MDW2:50 pmChicago Midway
1h 05m
DTW4:55 pmDetroit Metropolitan Wayne County
$221
Southwest
Oct 24
DTW12:25 pmDetroit Metropolitan Wayne County
6h 20m
1 stop
MDW5:45 pmChicago Midway
Oct 31
MDW8:20 amChicago Midway
8h 10m
2 stops
DTW5:30 pmDetroit Metropolitan Wayne County
$222

momondo Fare Finder

 
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

Cheapest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Thu 10/22

8:25 pm-11:10 pm

1 stop3h 45m

Chicago Midway

Thu 10/29

8:35 am-1:15 pm

1 stop3h 40m

$217

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Thu 12/17

8:45 pm-12:05 am

1 stop4h 20m

Chicago Midway

Thu 1/7

6:25 am-12:25 pm

1 stop5h 00m

$217

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Tue 10/6

11:05 am-3:30 pm

1 stop5h 25m

Chicago Midway

Tue 10/13

8:05 am-1:00 pm

1 stop3h 55m

$217

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Thu 12/10

3:55 pm-9:25 pm

1 stop6h 30m

Chicago Midway

Sat 12/12

10:25 am-5:25 pm

1 stop6h 00m

$217

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Mon 10/26

10:29 pm-11:22 am

1 stop13h 53m

Chicago Midway

Mon 11/2

12:20 pm-9:19 am

1 stop19h 59m

$218

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 11/18

3:02 pm-11:47 pm

1 stop9h 45m

Chicago Midway

Sun 11/22

8:42 pm-10:32 am

1 stop12h 50m

$223

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 10/14

3:03 pm-11:43 pm

1 stop9h 40m

Chicago Midway

Fri 10/16

1:12 pm-9:44 pm

1 stop7h 32m

$223
Quickest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Fri 10/2

6:18 pm-6:33 pm

Nonstop1h 15m

Chicago Midway

Fri 10/9

6:44 pm-8:58 pm

Nonstop1h 14m

$225

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Thu 10/1

8:45 am-9:07 am

Nonstop1h 22m

Chicago Midway

Wed 4/21

1:00 pm-3:10 pm

Nonstop1h 10m

$251

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Tue 10/13

5:40 pm-6:00 pm

Nonstop1h 20m

Chicago Midway

Thu 10/15

1:27 pm-3:42 pm

Nonstop1h 15m

$251

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 typical price of a round-trip flight between Detroit Metropolitan Wayne County Airport and Chicago Midway Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $253 to $557.
The lowest price recently found on this route was $217.

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Detroit Metropolitan Wayne County Airport, with most prices found around $171. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Detroit Metropolitan Wayne County Airport during the month March is also very affordable. Most momondo users find prices during this month for around $274.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Detroit Metropolitan Wayne County Airport. The lowest ticket price found for a Saturday departure recently was $404. 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, Sunday 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 $482.

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 $327 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $452. 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 Airport to Chicago Midway Airport flights?

There are 4 cabin classes available to choose from on Detroit Metropolitan Wayne County Airport to Chicago Midway Airport 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 September 2026, prices for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights are approximately 45% 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

$95

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 $95. 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 $217.
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

Frequently asked questions about flying from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

  • 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 $121Free CancellationRating
7.8
8,563 reviews
Search Delta flights
SouthwestPriceFrom $143Free CancellationRating
8.0
4,192 reviews
Search Southwest flights

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

    Southwest is one of the most popular airlines flying from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport, operating 9 flights/week on average for this route. A good Southwest flight deal for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport starts from $143 round-trip, up to an average price of $372. Our users have rated Southwest at 8.0/10.

  • Delta 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 Delta (7.8/10, 8,567 ratings). Delta flies from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport around 8 times per week, with deals starting from $121 round-trip and rising to an average price of around $331.

Traveling to a place near Chicago?

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