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Cheap flights from Detroit to Chicago from $99

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Detroit to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:07 pm - 9:02 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
9h 55m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:41 pm - 7:37 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
12h 56m1 stop Atlanta Hartsfield-Jackson
$201Frontier
Wed, Dec 16 - Sun, Jan 10
Frontier Logo
12:11 pm - 4:18 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
5h 07m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:47 pm - 9:55 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
12h 08m1 stop Orlando
$211Frontier
Sat, Jan 16 - Tue, Feb 16
Frontier Logo
12:11 pm - 4:18 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
5h 07m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:01 am - 5:09 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
10h 08m1 stop Dallas/Fort Worth
$211Frontier
Sat, Jan 16 - Wed, Feb 10
Frontier Logo
4:21 pm - 11:46 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
8h 25m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:18 pm - 8:23 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
6h 05m1 stop Atlanta Hartsfield-Jackson
$220Frontier
Sat, Feb 20 - Tue, Feb 23
Delta Logo
8:30 am - 9:00 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 30mnonstop
Delta Logo
9:30 am - 11:41 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 11mnonstop
$229Delta
Wed, Mar 3 - Wed, Mar 10
Delta Logo
8:30 am - 9:00 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 30mnonstop
Delta Logo
3:15 pm - 5:28 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 13mnonstop
$229Delta
Sat, Mar 6 - Sat, Mar 6
Southwest Logo
2:15 pm - 2:35 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
1:20 pm - 3:30 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$229Southwest
Wed, Dec 9 - Wed, Dec 16
Southwest Logo
7:00 pm - 7:20 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
8:35 am - 10:50 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$229Southwest
Sat, Feb 20 - Tue, Feb 23
Delta Logo
8:40 am - 9:16 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 36mnonstop
Delta Logo
1:59 pm - 4:14 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$229Delta
Sat, Jan 9 - Sat, Jan 9
Southwest Logo
4:40 pm - 4:50 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
5:45 pm - 8:00 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$229Southwest
Sat, Jan 16 - Sat, Feb 13

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Frontier flights from Detroit to Chicago Midway Airport

Our best Frontier deals on Detroit to Chicago Midway Airport flight tickets
Frontier
Dec 16
DTW12:07 pmDetroit Metropolitan Wayne County
9h 55m
1 stop
MDW9:02 pmChicago Midway
Jan 10
MDW5:41 pmChicago Midway
12h 56m
1 stop
DTW7:37 amDetroit Metropolitan Wayne County
$201
Frontier
Jan 16
DTW12:11 pmDetroit Metropolitan Wayne County
5h 07m
1 stop
MDW4:18 pmChicago Midway
Feb 10
MDW6:01 amChicago Midway
10h 08m
1 stop
DTW5:09 pmDetroit Metropolitan Wayne County
$211
Frontier
Dec 7
DTW9:45 pmDetroit Metropolitan Wayne County
14h 48m
1 stop
MDW11:33 amChicago Midway
Dec 15
MDW12:28 pmChicago Midway
21h 43m
1 stop
DTW11:11 amDetroit Metropolitan Wayne County
$223

Delta flights from Detroit to Chicago Midway Airport

Our best Delta deals on Detroit to Chicago Midway Airport flight tickets
Delta
Jan 6
DTW8:40 amDetroit Metropolitan Wayne County
1h 36m
MDW9:16 amChicago Midway
Jan 12
MDW9:38 amChicago Midway
1h 16m
DTW11:54 amDetroit Metropolitan Wayne County
$229
Delta
Dec 5
DTW12:44 pmDetroit Metropolitan Wayne County
1h 17m
MDW1:01 pmChicago Midway
Dec 7
MDW6:41 pmChicago Midway
1h 24m
DTW9:05 pmDetroit Metropolitan Wayne County
$232
Delta
Dec 19
DTW8:25 amDetroit Metropolitan Wayne County
1h 24m
MDW8:49 amChicago Midway
Dec 21
MDW6:15 pmChicago Midway
1h 19m
DTW8:34 pmDetroit Metropolitan Wayne County
$234

momondo Fare Finder

 
Use the filters below to find and compare flights from Detroit to Chicago Midway Airport that are best for you.

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Route

Depart

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Price

Cheapest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 12/16

12:07 pm-9:02 pm

1 stop9h 55m

Chicago Midway

Sun 1/10

5:41 pm-7:37 am

1 stop12h 56m

$201

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/16

12:11 pm-4:18 pm

1 stop5h 07m

Chicago Midway

Tue 2/16

8:47 pm-9:55 am

1 stop12h 08m

$211

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/16

12:11 pm-4:18 pm

1 stop5h 07m

Chicago Midway

Wed 2/10

6:01 am-5:09 pm

1 stop10h 08m

$211

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Sat 2/20

4:21 pm-11:46 pm

1 stop8h 25m

Chicago Midway

Tue 2/23

1:18 pm-8:23 pm

1 stop6h 05m

$220

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 3/3

8:30 am-9:00 am

Nonstop1h 30m

Chicago Midway

Wed 3/10

9:30 am-11:41 am

Nonstop1h 11m

$229

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Sat 3/6

8:30 am-9:00 am

Nonstop1h 30m

Chicago Midway

Sat 3/6

3:15 pm-5:28 pm

Nonstop1h 13m

$229

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 12/9

2:15 pm-2:35 pm

Nonstop1h 20m

Chicago Midway

Wed 12/16

1:20 pm-3:30 pm

Nonstop1h 10m

$229

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Sat 2/20

7:00 pm-7:20 pm

Nonstop1h 20m

Chicago Midway

Tue 2/23

8:35 am-10:50 am

Nonstop1h 15m

$229

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

Sat 1/9

1:59 pm-4:14 pm

Nonstop1h 15m

$229
Quickest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/16

4:40 pm-4:50 pm

Nonstop1h 10m

Chicago Midway

Sat 2/13

5:45 pm-8:00 pm

Nonstop1h 15m

$229

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 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 January is, on average, the cheapest month to fly to Chicago Midway Airport from Detroit, with most prices found around $171. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Detroit during the month November is also very affordable. Most momondo users find prices during this month for around $287.

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. The lowest ticket price found for a Wednesday departure recently was $430. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $514.

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

Flying to Chicago Midway Airport from Detroit in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $335 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $476. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Detroit to Chicago Midway flight route?

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

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

There are 4 cabin classes available to choose from on Detroit 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.

When to book flights from Detroit to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Detroit 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 to Chicago Midway Airport (DTT to MDW) flight deals and tips

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

Best Price Found

$99

Fastest flight time

1h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Detroit in the past 72 hours is $99. The best round-trip flight deal from Detroit to Chicago Midway Airport found on momondo in the last 72 hours is $201.
The fastest flight from Detroit to Chicago Midway Airport takes 1h 10m
Direct flights go from Detroit to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Detroit to Chicago Midway Airport

  • How far is Detroit to Chicago Midway by plane?

    The distance between Detroit and Chicago Midway is about 243.6 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 to Chicago Midway Airport?

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Detroit to Chicago Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

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

Best airlines flying from Detroit to Chicago Midway Airport

Compare and see reviews for airlines that fly from Detroit to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $193Free CancellationRating
8.0
4,220 reviews
Search Southwest flights
DeltaPriceFrom $198Free CancellationRating
7.8
8,717 reviews
Search Delta flights

  • Southwest Flights From Detroit to Chicago Midway Airport

    Southwest flies from Detroit to Chicago Midway Airport around 6 times per week, with 4,220 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Detroit to Chicago Midway Airport in the last 72 hours was $193 (round-trip), much lower than the average airfare cost of $421 for Southwest flights on this route.

  • Delta Flights From Detroit to Chicago Midway Airport

    The best Delta deal for Detroit to Chicago Midway Airport flight tickets found on momondo in the last 72 hours was $198, round-trip. It should be noted that an average Delta flight deal for this route in this time was higher, at $349 round-trip. Delta operates 21 flights out of Detroit into Chicago Midway Airport in an average week, so prices vary by time and availability. 8,717 Delta reviews by users on momondo have scored the airline at 7.8/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Benton Harbor
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

Finding the right flight to Chicago from Detroit is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

All flight searches from Detroit to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

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 Detroit to Chicago.

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

Yes. momondo can track prices for Detroit to Chicago 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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