Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Detroit Metropolitan Wayne County Airport to Chicago from $101

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
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
$225Southwest
Tue, Dec 8 - Tue, Dec 15
Southwest Logo
2:10 pm - 2:20 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
5:50 pm - 8:00 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$225Southwest
Wed, Mar 3 - Wed, Mar 3
Delta Logo
12:30 pm - 12:51 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 21mnonstop
Delta Logo
9:30 am - 11:45 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$225Delta
Tue, Nov 24 - Wed, Nov 25
Delta Logo
9:10 am - 9:46 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 36mnonstop
Delta Logo
9:30 am - 11:45 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$225Delta
Thu, Nov 19 - Mon, Nov 23
Frontier Logo
11:30 am - 11:46 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
13h 16m1 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
$225Frontier
Wed, Jan 20 - Wed, Feb 24
Delta Logo
12:30 pm - 12:51 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 21mnonstop
Delta Logo
9:30 am - 11:45 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 15mnonstop
$225Delta
Mon, Nov 16 - Mon, Nov 23
Southwest Logo
8:40 am - 9:05 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
2:55 pm - 5:05 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$225Southwest
Fri, Jan 15 - Fri, Jan 15
Southwest Logo
7:35 pm - 7:55 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
3:05 pm - 5:15 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$225Southwest
Thu, Nov 19 - Mon, Nov 23
Frontier Logo
6:08 pm - 11:33 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
18h 25m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
12:28 pm - 11:11 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
21h 43m1 stop Atlanta Hartsfield-Jackson
$227Frontier
Tue, Dec 8 - Tue, Dec 15
Frontier Logo
7:00 am - 11:47 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
17h 47m2 stops Denver Intl Atlanta Hartsfield-Jackson
Frontier Logo
6:42 pm - 7:40 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
23h 58m2 stops Atlanta Hartsfield-Jackson Houston George Bush Intcntl
$229Frontier
Wed, Nov 11 - Mon, Nov 16

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
Nov 10
DTW5:30 amDetroit Metropolitan Wayne County
4h 30m
1 stop
MDW9:00 amChicago Midway
Nov 11
MDW1:15 pmChicago Midway
7h 55m
2 stops
DTW10:10 pmDetroit Metropolitan Wayne County
$226
Southwest
Nov 9
DTW8:15 pmDetroit Metropolitan Wayne County
3h 30m
1 stop
MDW10:45 pmChicago Midway
Nov 13
MDW11:10 amChicago Midway
10h 15m
1 stop
DTW10:25 pmDetroit Metropolitan Wayne County
$228
Southwest
Nov 14
DTW9:05 amDetroit Metropolitan Wayne County
1h 20m
MDW9:25 amChicago Midway
Nov 16
MDW12:45 pmChicago Midway
4h 15m
1 stop
DTW6:00 pmDetroit Metropolitan Wayne County
$235

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
Nov 14
DTW5:40 pmDetroit Metropolitan Wayne County
1h 24m
MDW6:04 pmChicago Midway
Nov 16
MDW6:44 pmChicago Midway
1h 16m
DTW9:00 pmDetroit Metropolitan Wayne County
$225
Delta
Jan 17
DTW8:25 amDetroit Metropolitan Wayne County
1h 20m
MDW8:45 amChicago Midway
Feb 24
MDW1:00 pmChicago Midway
1h 10m
DTW3:10 pmDetroit Metropolitan Wayne County
$247
Delta
Nov 12
DTW9:10 amDetroit Metropolitan Wayne County
1h 36m
MDW9:46 amChicago Midway
Nov 15
MDW6:44 pmChicago Midway
1h 16m
DTW9:00 pmDetroit Metropolitan Wayne County
$254

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

Tue 12/8

2:15 pm-2:35 pm

Nonstop1h 20m

Chicago Midway

Tue 12/15

1:20 pm-3:30 pm

Nonstop1h 10m

$225
Quickest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 3/3

2:10 pm-2:20 pm

Nonstop1h 10m

Chicago Midway

Wed 3/3

5:50 pm-8:00 pm

Nonstop1h 10m

$225

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Tue 11/24

12:30 pm-12:51 pm

Nonstop1h 21m

Chicago Midway

Wed 11/25

9:30 am-11:45 am

Nonstop1h 15m

$225

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Thu 11/19

9:10 am-9:46 am

Nonstop1h 36m

Chicago Midway

Mon 11/23

9:30 am-11:45 am

Nonstop1h 15m

$225

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 1/20

11:30 am-11:46 pm

1 stop13h 16m

Chicago Midway

Wed 2/24

1:18 pm-8:23 pm

1 stop6h 05m

$225

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Mon 11/16

12:30 pm-12:51 pm

Nonstop1h 21m

Chicago Midway

Mon 11/23

9:30 am-11:45 am

Nonstop1h 15m

$225

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Fri 1/15

8:40 am-9:05 am

Nonstop1h 25m

Chicago Midway

Fri 1/15

2:55 pm-5:05 pm

Nonstop1h 10m

$225

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Thu 11/19

7:35 pm-7:55 pm

Nonstop1h 20m

Chicago Midway

Mon 11/23

3:05 pm-5:15 pm

Nonstop1h 10m

$225

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Tue 12/8

6:08 pm-11:33 am

1 stop18h 25m

Chicago Midway

Tue 12/15

12:28 pm-11:11 am

1 stop21h 43m

$227

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 11/11

7:00 am-11:47 pm

2 stops17h 47m

Chicago Midway

Mon 11/16

6:42 pm-7:40 pm

2 stops23h 58m

$229

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $286 to $568.
The lowest price recently found on this route was $225.

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, 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 $423. 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 $512.

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 $337 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $471. 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 October 2026, prices for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights are approximately 200% 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

$101

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 $101. 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 $225.
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 $171Free CancellationRating
7.8
8,677 reviews
Search Delta flights
SouthwestPriceFrom $178Free CancellationRating
7.9
4,220 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 12 flights/week on average for this route. A good Southwest flight deal for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport starts from $178 round-trip, up to an average price of $372. Our users have rated Southwest at 7.9/10.

  • 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, 8,677 ratings). Delta flies from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport around 19 times per week, with deals starting from $171 round-trip and rising to an average price of around $368.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Saint Joseph
Benton Harbor
Lansing
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?

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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 11/25
Wed 12/2
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago