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Cheap flights from Michigan to Chicago from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Michigan to Chicago departing on 7/8. 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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0 bags

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Find the cheapest flights from Michigan to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:35 am - 11:00 am
DTW
-
MDW
6h 25m
1 stop
Southwest Logo
12:55 pm - 3:05 pm
MDW
-
DTW
1h 10mnonstop
$147Southwest
Wed, Jun 10 - Wed, Jun 10
Southwest Logo
7:05 am - 10:45 am
DTW
-
MDW
4h 40m
1 stop
Southwest Logo
11:50 am - 7:30 pm
MDW
-
DTW
6h 40m
1 stop
$157Southwest
Wed, Jun 10 - Wed, Jun 17
Southwest Logo
4:45 pm - 4:55 pm
DTW
-
MDW
1h 10mnonstop
Southwest Logo
8:35 am - 10:55 am
MDW
-
DTW
1h 20mnonstop
$164Southwest
Sat, Sep 26 - Tue, Sep 29
Frontier Logo
2:02 pm - 10:11 pm
DTW
-
MDW
9h 09m
1 stop
Frontier Logo
6:00 am - 4:40 pm
MDW
-
DTW
9h 40m
1 stop
$190Frontier
Tue, Sep 1 - Wed, Sep 2
Delta Logo
8:54 am - 9:17 am
DTW
-
MDW
1h 23mnonstop
Delta Logo
1:27 pm - 3:44 pm
MDW
-
DTW
1h 17mnonstop
$191Delta
Thu, Aug 27 - Sat, Aug 29
Delta Logo
4:45 pm - 5:07 pm
DTW
-
MDW
1h 22mnonstop
Delta Logo
6:58 pm - 9:16 pm
MDW
-
DTW
1h 18mnonstop
$196Delta
Sat, Jul 4 - Tue, Jul 7
Multiple Airlines Logo
10:49 am - 10:08 pm
FNT
-
MDW
12h 19m
2 stops
Multiple Airlines Logo
9:08 am - 11:23 pm
MDW
-
FNT
13h 15m
1 stop
$297Multiple Airlines
Thu, Jul 9 - Sun, Jul 12
Multiple Airlines Logo
10:49 am - 10:08 pm
FNT
-
MDW
12h 19m
2 stops
Multiple Airlines Logo
9:08 am - 11:23 pm
MDW
-
FNT
13h 15m
1 stop
$330Multiple Airlines
Thu, Jul 9 - Sun, Jul 19
Allegiant Air Logo
10:00 am - 1:58 pm
FNT
-
MDW
28h 58m
2 stops
Allegiant Air Logo
9:08 am - 11:23 pm
MDW
-
FNT
13h 15m
1 stop
$395Allegiant Air
Wed, Jul 8 - Sun, Jul 12
Allegiant Air Logo
4:17 pm - 8:21 am
FNT
-
MDW
17h 04m
1 stop
Allegiant Air Logo
9:21 am - 11:17 pm
MDW
-
FNT
12h 56m
1 stop
$503Allegiant Air
Wed, Jun 17 - Sun, Jun 21

Delta flights from Michigan to Chicago Midway Airport

Our best Delta deals on Michigan to Chicago Midway Airport flight tickets
Delta
Aug 4
DTW6:15 pmDetroit Metropolitan Wayne County
1h 18m
MDW6:33 pmChicago Midway
Aug 6
MDW1:27 pmChicago Midway
1h 17m
DTW3:44 pmDetroit Metropolitan Wayne County
$164
Delta
Jul 4
DTW4:45 pmDetroit Metropolitan Wayne County
1h 22m
MDW5:07 pmChicago Midway
Jul 7
MDW6:58 pmChicago Midway
1h 18m
DTW9:16 pmDetroit Metropolitan Wayne County
$196
Delta
Jul 7
GRR8:15 amGrand Rapids Gerald R. Ford Intl
5h 23m
1 stop
MDW12:38 pmChicago Midway
Jul 14
MDW1:18 pmChicago Midway
2h 59m
1 stop
GRR5:17 pmGrand Rapids Gerald R. Ford Intl
$197

Southwest flights from Michigan to Chicago Midway Airport

Our best Southwest deals on Michigan to Chicago Midway Airport flight tickets
Southwest
Jun 10
DTW5:35 amDetroit Metropolitan Wayne County
6h 25m
1 stop
MDW11:00 amChicago Midway
Jun 10
MDW12:55 pmChicago Midway
1h 10m
DTW3:05 pmDetroit Metropolitan Wayne County
$147
Southwest
Jun 10
DTW5:35 amDetroit Metropolitan Wayne County
6h 25m
1 stop
MDW11:00 amChicago Midway
Jun 10
MDW5:30 pmChicago Midway
4h 20m
1 stop
DTW10:50 pmDetroit Metropolitan Wayne County
$157
Southwest
Jun 9
GRR4:40 pmGrand Rapids Gerald R. Ford Intl
1h 05m
MDW4:45 pmChicago Midway
Jun 17
MDW9:55 pmChicago Midway
0h 55m
GRR11:50 pmGrand Rapids Gerald R. Ford Intl
$177

momondo Fare Finder

 
Customize your flight search to find flights from Michigan 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 May 21, 2026.
Use the filters below to find and compare flights from Michigan to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 6/10

5:35 am-11:00 am

1 stop6h 25m

Chicago Midway

Wed 6/10

12:55 pm-3:05 pm

Nonstop1h 10m

$147

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 6/10

7:05 am-10:45 am

1 stop4h 40m

Chicago Midway

Wed 6/17

11:50 am-7:30 pm

1 stop6h 40m

$157
Quickest round-trip

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 9/26

4:45 pm-4:55 pm

Nonstop1h 10m

Chicago Midway

Tue 9/29

8:35 am-10:55 am

Nonstop1h 20m

$164

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 9/1

2:02 pm-10:11 pm

1 stop9h 09m

Chicago Midway

Wed 9/2

6:00 am-4:40 pm

1 stop9h 40m

$190

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 8/27

8:54 am-9:17 am

Nonstop1h 23m

Chicago Midway

Sat 8/29

1:27 pm-3:44 pm

Nonstop1h 17m

$191

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 7/4

4:45 pm-5:07 pm

Nonstop1h 22m

Chicago Midway

Tue 7/7

6:58 pm-9:16 pm

Nonstop1h 18m

$196

FlintChicago

FNT - MDW

FNTMDW

Flint Bishop

Thu 7/9

10:49 am-10:08 pm

2 stops12h 19m

Chicago Midway

Sun 7/12

9:08 am-11:23 pm

1 stop13h 15m

$297

FlintChicago

FNT - MDW

FNTMDW

Flint Bishop

Thu 7/9

10:49 am-10:08 pm

2 stops12h 19m

Chicago Midway

Sun 7/19

9:08 am-11:23 pm

1 stop13h 15m

$330

FlintChicago

FNT - MDW

FNTMDW

Flint Bishop

Wed 7/8

10:00 am-1:58 pm

2 stops28h 58m

Chicago Midway

Sun 7/12

9:08 am-11:23 pm

1 stop13h 15m

$395

FlintChicago

FNT - MDW

FNTMDW

Flint Bishop

Wed 6/17

4:17 pm-8:21 am

1 stop17h 04m

Chicago Midway

Sun 6/21

9:21 am-11:17 pm

1 stop12h 56m

$503

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 Michigan 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 August is, on average, the cheapest month to fly to Chicago Midway Airport from Michigan, with most prices found around $67. If you are unable to visit Chicago Midway Airport during the month of August, then departing from Michigan during the month November is also very affordable. Most momondo users find prices during this month for around $97.

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 Michigan. The lowest ticket price found for a Saturday departure recently was $377. 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 Michigan because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $464.

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

Flying to Chicago Midway Airport from Michigan in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $313 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $429. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Michigan to Chicago Midway flight route?

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

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

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

Can stopping save me money on Michigan to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Michigan to Chicago Midway Airport.

Cheap Michigan to Chicago Midway Airport flight deals and tips

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

Best Price Found

$213

Fastest flight time

1h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Michigan in the past 72 hours is $213. The best round-trip flight deal from Michigan to Chicago Midway Airport found on momondo in the last 72 hours is $396.
The fastest flight from Michigan to Chicago Midway Airport takes 1h 05m
Direct flights go from Michigan to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Michigan to Chicago Midway Airport

  • When did momondo last update prices for flights from Michigan to Chicago Midway Airport?

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

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

  • How old do you have to be to fly from Michigan 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 Michigan to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Michigan to Chicago Midway Airport

Compare and see reviews for airlines that fly from Michigan to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $97Free CancellationRating
7.9
4,284 reviews
Search Southwest flights
DeltaPriceFrom $98Free CancellationRating
7.9
8,452 reviews
Search Delta flights

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from Michigan 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 Michigan.

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

Yes. momondo allows you to filter the results for Michigan to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Michigan and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Michigan 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.

An easier way to manage your Chicago Midway Airport trip

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