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Cheap flights from Michigan to Chicago from $46

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 9/2. 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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Cheap round-trip flights

Southwest Logo
5:15 pm - 5:20 pmGRR-MDW
1h 05mnonstop
Southwest Logo
9:45 am - 11:40 amMDW-GRR
0h 55mnonstop
$91Southwest
Find Deal
Tue, Sep 16 - Sat, Sep 20
Southwest Logo
2:30 pm - 2:40 pmDTW-MDW
1h 10mnonstop
Southwest Logo
8:20 pm - 10:30 pmMDW-DTW
1h 10mnonstop
$91Southwest
Find Deal
Wed, Sep 10 - Tue, Sep 16
Delta Logo
8:25 am - 8:35 amDTW-MDW
1h 10mnonstop
Delta Logo
9:30 am - 11:43 amMDW-DTW
1h 13mnonstop
$94Delta
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Sat, Aug 23 - Mon, Aug 25
Southwest Logo
5:00 pm - 5:15 pmGRR-MDW
1h 15mnonstop
Southwest Logo
8:40 pm - 10:35 pmMDW-GRR
0h 55mnonstop
$94Southwest
Find Deal
Mon, Nov 3 - Tue, Nov 18
Southwest Logo
6:45 am - 6:55 amDTW-MDW
1h 10mnonstop
Southwest Logo
9:40 am - 11:45 amMDW-DTW
1h 05mnonstop
$97Southwest
Find Deal
Thu, Oct 2 - Thu, Oct 2
Delta Logo
12:15 pm - 12:28 pmDTW-MDW
1h 13mnonstop
Delta Logo
9:31 am - 11:44 amMDW-DTW
1h 13mnonstop
$144Delta
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Wed, Aug 20 - Thu, Aug 21
Delta Logo
8:25 am - 8:35 amDTW-MDW
1h 10mnonstop
Delta Logo
1:08 pm - 3:20 pmMDW-DTW
1h 12mnonstop
$147Delta
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Thu, Aug 28 - Thu, Sep 4
Frontier Logo
3:42 pm - 11:17 pmDTW-MDW
8h 35m1 stop
Frontier Logo
1:49 pm - 8:29 pmMDW-DTW
5h 40m1 stop
$168Frontier
Find Deal
Sat, Sep 6 - Mon, Sep 8
Frontier Logo
3:42 pm - 11:20 pmDTW-MDW
8h 38m1 stop
Frontier Logo
1:49 pm - 8:29 pmMDW-DTW
5h 40m1 stop
$177Frontier
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Fri, Sep 5 - Sun, Sep 7
Frontier Logo
4:08 pm - 11:08 pmDTW-MDW
8h 00m1 stop
Frontier Logo
6:15 am - 3:12 pmMDW-DTW
7h 57m1 stop
$178Frontier
Find Deal
Sat, Aug 23 - Mon, Aug 25

Southwest flights from Michigan to Chicago Midway Airport

Our best Southwest deals on Michigan to Chicago Midway Airport flight tickets
Southwest
Sep 16
GRR5:15 pmGrand Rapids Gerald R. Ford Intl
1h 05m
MDW5:20 pmChicago Midway
Sep 20
MDW9:45 amChicago Midway
0h 55m
GRR11:40 amGrand Rapids Gerald R. Ford Intl
$91
Find similar
Southwest
Nov 3
GRR5:00 pmGrand Rapids Gerald R. Ford Intl
1h 15m
MDW5:15 pmChicago Midway
Nov 18
MDW8:40 pmChicago Midway
0h 55m
GRR10:35 pmGrand Rapids Gerald R. Ford Intl
$94
Find similar
Southwest
Oct 2
DTW6:45 amDetroit Metropolitan Wayne County
1h 10m
MDW6:55 amChicago Midway
Oct 2
MDW9:40 amChicago Midway
1h 05m
DTW11:45 amDetroit Metropolitan Wayne County
$97
Find similar

Frontier flights from Michigan to Chicago Midway Airport

Our best Frontier deals on Michigan to Chicago Midway Airport flight tickets
Frontier
Sep 6
DTW3:42 pmDetroit Metropolitan Wayne County
8h 35m
1 stop
MDW11:17 pmChicago Midway
Sep 8
MDW1:49 pmChicago Midway
5h 40m
1 stop
DTW8:29 pmDetroit Metropolitan Wayne County
$168
Find similar
Frontier
Sep 5
DTW3:42 pmDetroit Metropolitan Wayne County
8h 38m
1 stop
MDW11:20 pmChicago Midway
Sep 7
MDW1:49 pmChicago Midway
5h 40m
1 stop
DTW8:29 pmDetroit Metropolitan Wayne County
$177
Find similar
Frontier
Aug 23
DTW4:08 pmDetroit Metropolitan Wayne County
8h 00m
1 stop
MDW11:08 pmChicago Midway
Aug 25
MDW6:15 amChicago Midway
7h 57m
1 stop
DTW3:12 pmDetroit Metropolitan Wayne County
$178
Find similar

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 August 1, 2025.
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

Tue 9/16

5:15 pm-5:20 pm

Nonstop1h 05m

Chicago Midway

Sat 9/20

9:45 am-11:40 am

Nonstop0h 55m

$91

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 9/10

2:30 pm-2:40 pm

Nonstop1h 10m

Chicago Midway

Tue 9/16

8:20 pm-10:30 pm

Nonstop1h 10m

$91

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 8/23

8:25 am-8:35 am

Nonstop1h 10m

Chicago Midway

Mon 8/25

9:30 am-11:43 am

Nonstop1h 13m

$94

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Mon 11/3

5:00 pm-5:15 pm

Nonstop1h 15m

Chicago Midway

Tue 11/18

8:40 pm-10:35 pm

Nonstop0h 55m

$94

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 10/2

6:45 am-6:55 am

Nonstop1h 10m

Chicago Midway

Thu 10/2

9:40 am-11:45 am

Nonstop1h 05m

$97

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 8/20

12:15 pm-12:28 pm

Nonstop1h 13m

Chicago Midway

Thu 8/21

9:31 am-11:44 am

Nonstop1h 13m

$144

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 8/28

8:25 am-8:35 am

Nonstop1h 10m

Chicago Midway

Thu 9/4

1:08 pm-3:20 pm

Nonstop1h 12m

$147

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 9/6

3:42 pm-11:17 pm

1 stop8h 35m

Chicago Midway

Mon 9/8

1:49 pm-8:29 pm

1 stop5h 40m

$168

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Fri 9/5

3:42 pm-11:20 pm

1 stop8h 38m

Chicago Midway

Sun 9/7

1:49 pm-8:29 pm

1 stop5h 40m

$177

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 8/23

4:08 pm-11:08 pm

1 stop8h 00m

Chicago Midway

Mon 8/25

6:15 am-3:12 pm

1 stop7h 57m

$178

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 March is, on average, the cheapest month to fly to Chicago Midway Airport from Michigan, with most prices found around $137. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Michigan during the month April is also very affordable. Most momondo users find prices during this month for around $177.

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 $376. 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 Michigan because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $439.

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 $300 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $452. 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 2 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

$46

Fastest flight time

0h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Michigan in the past 72 hours is $46. The best round-trip flight deal from Michigan to Chicago Midway Airport found on momondo in the last 72 hours is $91.
The fastest flight from Michigan to Chicago Midway Airport takes 0h 55m
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 $112Free CancellationRating
8.0
7,983 reviews
Search Delta flights
SouthwestPriceFrom $122Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $137Free CancellationRating
7.4
8,904 reviews
Search United Airlines 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
Crown Point
Munster
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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