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Cheap flights from Detroit to Chicago Midway Airport from $55

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 to Chicago Midway Airport departing on 3/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Detroit to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Detroit to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Detroit to Chicago.

Cheap last minute flights

Planning a quick getaway from Detroit to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Detroit to Chicago

Find recent round-trip train or bus tickets from Detroit to Chicago.

All round-trip flight deals from Detroit to Chicago

The cheapest plane tickets from Detroit to Chicago found on KAYAK recently.
10:35 am - 9:05 pmDTW-MDW
11h 30m1 stop
8:12 am - 2:52 pmMDW-DTW
5h 40m1 stop
$110Frontier
Find Deal
Mon, Feb 10 - Wed, Feb 12
5:26 pm - 10:04 pmDTW-MDW
5h 38m1 stop
12:43 pm - 8:02 amMDW-DTW
18h 19m1 stop
$120Frontier
Find Deal
Sat, Feb 22 - Mon, Feb 24
5:41 pm - 11:00 pmDTW-MDW
6h 19m1 stop
6:20 am - 3:41 pmMDW-DTW
8h 21m1 stop
$129Frontier
Find Deal
Mon, Mar 10 - Mon, Mar 17
5:50 pm - 6:11 pmDTW-MDW
1h 21mnonstop
6:28 pm - 8:47 pmMDW-DTW
1h 19mnonstop
$137Delta
Find Deal
Thu, Feb 13 - Mon, Feb 17
9:05 pm - 12:15 amDTW-MDW
4h 10m1 stop
8:15 pm - 10:25 pmMDW-DTW
1h 10mnonstop
$147Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
3:30 pm - 9:35 pmDTW-MDW
7h 05m2 stops
8:15 pm - 10:25 pmMDW-DTW
1h 10mnonstop
$152Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
7:00 am - 7:30 amDTW-MDW
1h 30mnonstop
1:25 pm - 3:30 pmMDW-DTW
1h 05mnonstop
$175Southwest
Find Deal
Tue, Feb 18 - Thu, Feb 20
8:25 am - 8:51 amDTW-MDW
1h 26mnonstop
2:08 pm - 4:23 pmMDW-DTW
1h 15mnonstop
$205Delta
Find Deal
Tue, Mar 4 - Fri, Mar 7
8:25 am - 8:51 amDTW-MDW
1h 26mnonstop
5:05 pm - 7:21 pmMDW-DTW
1h 16mnonstop
$213Delta
Find Deal
Sat, Feb 22 - Sat, Feb 22
8:25 am - 8:51 amDTW-MDW
1h 26mnonstop
2:08 pm - 4:23 pmMDW-DTW
1h 15mnonstop
$244Delta
Find Deal
Sat, Feb 22 - Sun, Feb 23
5:11 pm - 11:58 pmDTW-MDW
7h 47m1 stop
$55Frontier
Find Deal
Mon, Mar 17
5:11 pm - 11:58 pmDTW-MDW
7h 47m1 stop
$56Frontier
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Mon, Mar 17
2:43 pm - 12:17 amDTW-MDW
10h 34m1 stop
$61Frontier
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Tue, Mar 11
1:35 pm - 7:08 pmDTW-MDW
6h 33m1 stop
$65Frontier
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Fri, May 2
12:45 pm - 1:05 pmDTW-MDW
1h 20mnonstop
$69Delta
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Wed, Feb 26
11:40 am - 3:30 pmDTW-MDW
4h 50m1 stop
$79Southwest
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Thu, Feb 20
5:55 am - 2:35 pmDTW-MDW
9h 40m2 stops
$89Southwest
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Wed, Apr 9
3:50 pm - 4:09 pmDTW-MDW
1h 19mnonstop
$107Delta
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Sat, Feb 22
4:06 pm - 5:36 pmDTW-MDW
26h 30m3 stops
Wed, Mar 5
4:59 pm - 5:30 pmDTW-MDW
25h 31m3 stops
Wed, Feb 26
10:35 am - 5:53 pmDTW-MDW
8h 18m1 stop
1:04 pm - 9:17 pmMDW-DTW
7h 13m1 stop
$300Frontier
Find Deal
Fri, Jan 24 - Fri, Jan 31
10:35 am - 5:53 pmDTW-MDW
8h 18m1 stop
7:15 am - 8:14 pmMDW-DTW
11h 59m1 stop
$330Frontier
Find Deal
Fri, Jan 24 - Sun, Jan 26
8:47 am - 2:42 pmDTW-MDW
6h 55m1 stop
7:15 am - 8:14 pmMDW-DTW
11h 59m1 stop
$366Frontier
Find Deal
Fri, Jan 24 - Sun, Jan 26
8:47 am - 2:42 pmDTW-MDW
6h 55m1 stop
7:15 am - 8:14 pmMDW-DTW
11h 59m1 stop
$370Frontier
Find Deal
Fri, Jan 24 - Sun, Jan 26
10:35 am - 5:53 pmDTW-MDW
8h 18m1 stop
7:15 am - 8:14 pmMDW-DTW
11h 59m1 stop
$375Frontier
Find Deal
Fri, Jan 24 - Sun, Jan 26
5:50 pm - 6:14 pmDTW-MDW
1h 24mnonstop
2:08 pm - 4:25 pmMDW-DTW
1h 17mnonstop
$592Delta
Find Deal
Fri, Jan 24 - Tue, Jan 28
2:20 pm - 9:25 pmDTW-MDW
8h 05m1 stop
3:50 pm - 5:55 pmMDW-DTW
1h 05mnonstop
$602Southwest
Find Deal
Fri, Jan 24 - Tue, Jan 28
4:35 pm - 4:50 pmDTW-MDW
1h 15mnonstop
2:25 pm - 10:40 pmMDW-DTW
7h 15m2 stops
$607Southwest
Find Deal
Thu, Jan 23 - Wed, Jan 29
2:20 pm - 6:35 pmDTW-MDW
5h 15m1 stop
2:25 pm - 10:40 pmMDW-DTW
7h 15m2 stops
$617Southwest
Find Deal
Fri, Jan 24 - Tue, Jan 28
5:50 pm - 6:14 pmDTW-MDW
1h 24mnonstop
6:28 pm - 8:49 pmMDW-DTW
1h 21mnonstop
$673Delta
Find Deal
Fri, Jan 24 - Sun, Jan 26
5:50 pm - 6:11 pmDTW-MDW
1h 21mnonstop
6:28 pm - 8:47 pmMDW-DTW
1h 19mnonstop
$137Delta
Find Deal
Thu, Feb 13 - Mon, Feb 17
7:00 am - 7:30 amDTW-MDW
1h 30mnonstop
1:25 pm - 3:30 pmMDW-DTW
1h 05mnonstop
$175Southwest
Find Deal
Tue, Feb 18 - Thu, Feb 20
8:25 am - 8:51 amDTW-MDW
1h 26mnonstop
2:08 pm - 4:23 pmMDW-DTW
1h 15mnonstop
$205Delta
Find Deal
Tue, Mar 4 - Fri, Mar 7
8:25 am - 8:51 amDTW-MDW
1h 26mnonstop
5:05 pm - 7:21 pmMDW-DTW
1h 16mnonstop
$213Delta
Find Deal
Sat, Feb 22 - Sat, Feb 22
3:50 pm - 4:09 pmDTW-MDW
1h 19mnonstop
6:28 pm - 8:47 pmMDW-DTW
1h 19mnonstop
$244Delta
Find Deal
Sat, Feb 22 - Sun, Feb 23
5:50 pm - 6:11 pmDTW-MDW
1h 21mnonstop
2:08 pm - 4:23 pmMDW-DTW
1h 15mnonstop
$257Delta
Find Deal
Mon, Feb 10 - Wed, Feb 12
8:25 am - 8:42 amDTW-MDW
1h 17mnonstop
9:30 am - 11:39 amMDW-DTW
1h 09mnonstop
$271Delta
Find Deal
Thu, Apr 17 - Mon, Apr 21
12:45 pm - 1:05 pmDTW-MDW
1h 20mnonstop
9:25 am - 11:33 amMDW-DTW
1h 08mnonstop
$273Delta
Find Deal
Thu, Mar 6 - Thu, Mar 13
5:50 pm - 6:11 pmDTW-MDW
1h 21mnonstop
2:08 pm - 4:23 pmMDW-DTW
1h 15mnonstop
$275Delta
Find Deal
Fri, Feb 21 - Sun, Feb 23
1:50 pm - 2:00 pmDTW-MDW
1h 10mnonstop
5:55 pm - 8:05 pmMDW-DTW
1h 10mnonstop
$342Southwest
Find Deal
Thu, Feb 6 - Mon, Feb 10

Southwest flights from Detroit to Chicago Midway Airport

Our best Southwest deals on Detroit to Chicago Midway Airport flight tickets
Southwest
Feb 13
DTW9:05 pmDetroit Metropolitan Wayne County
4h 10m
1 stop
MDW12:15 amChicago Midway
Feb 17
MDW8:15 pmChicago Midway
1h 10m
DTW10:25 pmDetroit Metropolitan Wayne County
Southwest
Feb 13
DTW3:30 pmDetroit Metropolitan Wayne County
7h 05m
2 stops
MDW9:35 pmChicago Midway
Feb 17
MDW8:15 pmChicago Midway
1h 10m
DTW10:25 pmDetroit Metropolitan Wayne County
Southwest
Feb 18
DTW7:00 amDetroit Metropolitan Wayne County
1h 30m
MDW7:30 amChicago Midway
Feb 20
MDW1:25 pmChicago Midway
1h 05m
DTW3:30 pmDetroit Metropolitan Wayne County

Frontier flights from Detroit to Chicago Midway Airport

Our best Frontier deals on Detroit to Chicago Midway Airport flight tickets
Frontier
Feb 10
DTW10:35 amDetroit Metropolitan Wayne County
11h 30m
1 stop
MDW9:05 pmChicago Midway
Feb 12
MDW8:12 amChicago Midway
5h 40m
1 stop
DTW2:52 pmDetroit Metropolitan Wayne County
Frontier
Feb 22
DTW5:26 pmDetroit Metropolitan Wayne County
5h 38m
1 stop
MDW10:04 pmChicago Midway
Feb 24
MDW12:43 pmChicago Midway
18h 19m
1 stop
DTW8:02 amDetroit Metropolitan Wayne County
Frontier
Mar 10
DTW5:41 pmDetroit Metropolitan Wayne County
6h 19m
1 stop
MDW11:00 pmChicago Midway
Mar 17
MDW6:20 amChicago Midway
8h 21m
1 stop
DTW3:41 pmDetroit Metropolitan Wayne County

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

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 $226. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $395.

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

Flying to Chicago Midway Airport from Detroit at noon is the least expensive time of day to depart. momondo users have found prices as low as $188 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $269. 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 flights?

There are 3 cabin classes available to choose from on Detroit to Chicago Midway 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

$55

Fastest flight time

1h 10m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from Detroit in the past 72 hours is $55. The best round-trip flight deal from Detroit to Chicago Midway Airport found on momondo in the last 72 hours is $110.
The fastest flight from Detroit to Chicago Midway Airport takes 1h 10m
Direct flights go from Detroit to Chicago Midway Airport on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. Airlines offering direct flights are: Southwest and Delta.

  • 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
DeltaPriceFrom $116Free CancellationRating
8.0
8,521 reviews
Search Delta flights
SouthwestPriceFrom $128Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
  • Southwest Flights From Detroit to Chicago Midway Airport

    Southwest flies from Detroit to Chicago Midway Airport around 21 times per week, with 4,662 momondo users rating the airline 8.1/10. The cheapest Southwest deal from Detroit to Chicago Midway Airport in the last 72 hours was $128 (round-trip), much lower than the average airfare cost of $226 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 $116, round-trip. It should be noted that an average Delta flight deal for this route in this time was higher, at $269 round-trip. Delta operates 18 flights out of Detroit into Chicago Midway Airport in an average week, so prices vary by time and availability. 8,521 Delta reviews by users on momondo have scored the airline at 8.0/10.


Traveling to a place near Chicago?

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