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Cheap flights from Michigan to Chicago from $48

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 4/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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
5:50 pm - 5:55 pm
GRR
-
MDW
1h 05mnonstop
Southwest Logo
9:55 pm - 11:50 pm
MDW
-
GRR
0h 55mnonstop
$133Southwest
Sat, Mar 14 - Sat, Mar 21
Southwest Logo
11:20 am - 4:00 pm
GRR
-
MDW
5h 40m
1 stop
Southwest Logo
9:55 pm - 11:50 pm
MDW
-
GRR
0h 55mnonstop
$143Southwest
Sat, Mar 14 - Sat, Mar 21
Multiple Airlines Logo
1:28 pm - 1:00 pm
DTW
-
MDW
24h 32m
1 stop
Multiple Airlines Logo
6:00 am - 4:14 pm
MDW
-
DTW
9h 14m
1 stop
$154Multiple Airlines
Wed, Apr 22 - Sat, Apr 25
Multiple Airlines Logo
5:09 am - 1:02 pm
DTW
-
MDW
8h 53m
1 stop
Multiple Airlines Logo
6:05 am - 4:12 pm
MDW
-
DTW
9h 07m
1 stop
$155Multiple Airlines
Tue, Mar 10 - Wed, Mar 11
Multiple Airlines Logo
2:27 pm - 10:19 pm
DTW
-
MDW
8h 52m
1 stop
Multiple Airlines Logo
7:30 am - 12:20 am
MDW
-
DTW
15h 50m
1 stop
$157Multiple Airlines
Mon, Apr 20 - Tue, Apr 21
Frontier Logo
2:27 pm - 7:31 pm
DTW
-
MDW
6h 04m
1 stop
Frontier Logo
6:00 am - 4:14 pm
MDW
-
DTW
9h 14m
1 stop
$160Frontier
Fri, May 1 - Mon, May 4
Delta Logo
8:30 am - 8:53 am
DTW
-
MDW
1h 23mnonstop
Delta Logo
6:34 pm - 8:45 pm
MDW
-
DTW
1h 11mnonstop
$162Delta
Sat, Mar 14 - Tue, Mar 17
Southwest Logo
8:15 pm - 8:30 pm
DTW
-
MDW
1h 15mnonstop
Southwest Logo
7:45 am - 9:50 am
MDW
-
DTW
1h 05mnonstop
$163Southwest
Sat, Mar 14 - Mon, Mar 16
Frontier Logo
2:27 pm - 10:19 pm
DTW
-
MDW
8h 52m
1 stop
Frontier Logo
2:20 pm - 9:10 am
MDW
-
DTW
17h 50m
1 stop
$172Frontier
Fri, May 8 - Sun, May 10
Delta Logo
3:55 pm - 5:58 pm
MBS
-
MDW
3h 03m
1 stop
Delta Logo
1:23 pm - 5:25 pm
MDW
-
MBS
3h 02m
1 stop
$199Delta
Sat, Apr 18 - Mon, Apr 20

Delta flights from Michigan to Chicago Midway Airport

Our best Delta deals on Michigan to Chicago Midway Airport flight tickets
Delta
Mar 14
DTW8:30 amDetroit Metropolitan Wayne County
1h 23m
MDW8:53 amChicago Midway
Mar 17
MDW6:34 pmChicago Midway
1h 11m
DTW8:45 pmDetroit Metropolitan Wayne County
$162
Delta
Apr 1
DTW8:30 amDetroit Metropolitan Wayne County
1h 23m
MDW8:53 amChicago Midway
Apr 8
MDW1:10 pmChicago Midway
1h 07m
DTW3:17 pmDetroit Metropolitan Wayne County
$191
Delta
Apr 2
TVC6:00 amTraverse City Cherry Capital
3h 53m
1 stop
MDW8:53 amChicago Midway
Apr 11
MDW1:10 pmChicago Midway
2h 54m
1 stop
TVC5:04 pmTraverse City Cherry Capital
$199

Frontier flights from Michigan to Chicago Midway Airport

Our best Frontier deals on Michigan to Chicago Midway Airport flight tickets
Frontier
May 1
DTW2:27 pmDetroit Metropolitan Wayne County
6h 04m
1 stop
MDW7:31 pmChicago Midway
May 4
MDW6:00 amChicago Midway
9h 14m
1 stop
DTW4:14 pmDetroit Metropolitan Wayne County
$160
Frontier
May 8
DTW2:27 pmDetroit Metropolitan Wayne County
8h 52m
1 stop
MDW10:19 pmChicago Midway
May 10
MDW2:20 pmChicago Midway
17h 50m
1 stop
DTW9:10 amDetroit Metropolitan Wayne County
$172
Frontier
Mar 10
DTW10:52 amDetroit Metropolitan Wayne County
8h 21m
1 stop
MDW6:13 pmChicago Midway
Mar 11
MDW11:19 amChicago Midway
7h 50m
1 stop
DTW8:09 pmDetroit Metropolitan Wayne County
$181

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 February 16, 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

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sat 3/14

5:50 pm-5:55 pm

Nonstop1h 05m

Chicago Midway

Sat 3/21

9:55 pm-11:50 pm

Nonstop0h 55m

$133

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sat 3/14

11:20 am-4:00 pm

1 stop5h 40m

Chicago Midway

Sat 3/21

9:55 pm-11:50 pm

Nonstop0h 55m

$143

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 4/22

1:28 pm-1:00 pm

1 stop24h 32m

Chicago Midway

Sat 4/25

6:00 am-4:14 pm

1 stop9h 14m

$154

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 3/10

5:09 am-1:02 pm

1 stop8h 53m

Chicago Midway

Wed 3/11

6:05 am-4:12 pm

1 stop9h 07m

$155

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Mon 4/20

2:27 pm-10:19 pm

1 stop8h 52m

Chicago Midway

Tue 4/21

7:30 am-12:20 am

1 stop15h 50m

$157

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Fri 5/1

2:27 pm-7:31 pm

1 stop6h 04m

Chicago Midway

Mon 5/4

6:00 am-4:14 pm

1 stop9h 14m

$160

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 3/14

8:30 am-8:53 am

Nonstop1h 23m

Chicago Midway

Tue 3/17

6:34 pm-8:45 pm

Nonstop1h 11m

$162

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 3/14

8:15 pm-8:30 pm

Nonstop1h 15m

Chicago Midway

Mon 3/16

7:45 am-9:50 am

Nonstop1h 05m

$163

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Fri 5/8

2:27 pm-10:19 pm

1 stop8h 52m

Chicago Midway

Sun 5/10

2:20 pm-9:10 am

1 stop17h 50m

$172

Bay CityChicago

MBS - MDW

MBSMDW

Bay City MBS Intl

Sat 4/18

3:55 pm-5:58 pm

1 stop3h 03m

Chicago Midway

Mon 4/20

1:23 pm-5:25 pm

1 stop3h 02m

$199

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 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 Michigan. The lowest ticket price found for a Wednesday departure recently was $352. 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 $443.

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 $290 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $399. 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 flights?

There are 4 cabin classes available to choose from on Michigan to Chicago Midway 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

$179

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 $179. The best round-trip flight deal from Michigan to Chicago Midway Airport found on momondo in the last 72 hours is $321.
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

  • 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
DeltaPriceFrom $97Free CancellationRating
7.9
8,204 reviews
Search Delta flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,285 reviews
Search Southwest flights

Traveling to a place near Chicago?

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