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$49+ Cheap flights from Midway (MDW) to Michigan

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DTW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Midway to Michigan

Keep the following information in mind while searching for Midway to Michigan flight deals. Data was last updated September 17, 2025.

Round-trip from

$97
(Southwest)

One-way from

$49
(Delta)

Popular in

February

Cheapest in

October

Average price

$158

Good round-trip deal

$276 or less

Good one-way deal

$78 or less
From Chicago Midway to Michigan
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One-way flight from Chicago Midway to Michigan
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Highest demand for flights based on searches. 19% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago Midway to Michigan.
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Price to beat on a one-way flight from Chicago Midway to Michigan.
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Find flight deals from Midway to Michigan

Cheapest flights from Midway to Michigan
Explore the most affordable flight options available from Midway to Michigan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/99:30 amMDW - GRR
Nonstop0h 55mSouthwest
Mon 10/136:05 pmGRR - MDW
Nonstop1h 05mSouthwest
Deal found 9/17$97
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:35 amMDW - DTW
1 stop6h 30mSouthwest
Thu 10/168:15 pmDTW - MDW
Nonstop1h 15mSouthwest
Deal found 9/15$107
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/279:25 pmMDW - DTW
Nonstop1h 10mSouthwest
Wed 10/291:30 pmDTW - MDW
2 stops6h 40mSouthwest
Deal found 9/15$112
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/158:05 amMDW - DTW
1 stop8h 45mMultiple Airlines
Wed 10/227:22 amDTW - MDW
1 stop7h 16mMultiple Airlines
Deal found 9/16$129
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:23 pmMDW - DTW
Nonstop1h 12mDelta
Sat 10/258:25 amDTW - MDW
Nonstop1h 15mDelta
Deal found 9/16$134
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/41:56 pmMDW - DTW
1 stop17h 04mMultiple Airlines
Fri 11/79:20 pmDTW - MDW
1 stop22h 19mMultiple Airlines
Deal found 9/15$140
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/78:05 amMDW - DTW
1 stop5h 29mMultiple Airlines
Wed 10/87:22 amDTW - MDW
1 stop7h 16mMultiple Airlines
Deal found 9/17$141
This Priceline deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/31:49 pmMDW - DTW
1 stop5h 40mFrontier
Mon 10/63:42 pmDTW - MDW
1 stop8h 59mFrontier
Deal found 9/15$143
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:55 amMDW - GRR
1 stop5h 25mSouthwest
Fri 10/2412:10 pmGRR - MDW
Nonstop1h 00mSouthwest
Deal found 9/17$144
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:30 pmMDW - DTW
Nonstop1h 05mSouthwest
Mon 10/136:25 pmDTW - MDW
1 stop5h 50mSouthwest
Deal found 9/15$144
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:30 pmMDW - DTW
Nonstop1h 05mSouthwest
Sun 10/127:15 pmDTW - MDW
Nonstop1h 10mSouthwest
Deal found 9/16$147
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/189:55 amMDW - GRR
Nonstop0h 50mSouthwest
Sun 10/196:45 amGRR - MDW
Nonstop1h 05mSouthwest
Deal found 9/14$196

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Michigan 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, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Michigan that are best for you.

Fly from

Midway

Fly to

Michigan

Route

Depart

Return

Price

ChicagoGrand Rapids

MDW - GRR

MDWGRR

Chicago Midway

Thu 10/9

9:30 am-11:25 am

Nonstop0h 55m

Grand Rapids Gerald R. Ford Intl

Mon 10/13

6:05 pm-6:10 pm

Nonstop1h 05m

$97

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Tue 11/11

10:00 am-12:20 pm

Nonstop1h 20m

Detroit Metropolitan Wayne County

Wed 11/12

6:10 am-9:55 am

1 stop4h 45m

$107

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Mon 11/3

10:00 am-12:20 pm

Nonstop1h 20m

Detroit Metropolitan Wayne County

Sat 11/8

6:35 am-11:45 am

1 stop6h 10m

$107

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Mon 10/20

5:50 am-12:30 pm

1 stop5h 40m

Detroit Metropolitan Wayne County

Wed 10/22

6:40 am-6:50 am

Nonstop1h 10m

$107

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Wed 10/29

10:00 am-12:05 pm

Nonstop1h 05m

Detroit Metropolitan Wayne County

Wed 10/29

1:30 pm-7:10 pm

2 stops6h 40m

$112

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Wed 10/15

12:40 pm-8:00 pm

1 stop6h 20m

Detroit Metropolitan Wayne County

Thu 10/16

5:40 pm-10:20 pm

1 stop5h 40m

$117

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Mon 10/20

5:50 am-12:30 pm

1 stop5h 40m

Detroit Metropolitan Wayne County

Tue 10/21

7:25 pm-10:05 pm

1 stop3h 40m

$117

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Wed 10/15

8:05 am-5:50 pm

1 stop8h 45m

Detroit Metropolitan Wayne County

Wed 10/22

7:22 am-1:38 pm

1 stop7h 16m

$129

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Fri 10/24

6:23 pm-8:35 pm

Nonstop1h 12m

Detroit Metropolitan Wayne County

Mon 10/27

6:04 pm-6:25 pm

Nonstop1h 21m

$134

ChicagoGrand Rapids

MDW - GRR

MDWGRR

Chicago Midway

Wed 10/22

7:55 am-2:20 pm

1 stop5h 25m

Grand Rapids Gerald R. Ford Intl

Fri 10/24

12:10 pm-12:10 pm

Nonstop1h 00m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 60 results
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Best time to book a flight from Midway to Michigan

Have a flexible travel schedule? Discover the best time to fly to Michigan from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Michigan

What is the cheapest month to book a flight from Chicago Midway Airport to Michigan?

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Michigan (average of $250). Flying from Chicago Midway Airport to Michigan in March is currently the most expensive (average of $305). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to MI?

Find hourly flight availability from Midway to Michigan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Michigan as you normally would.

Weekly flight availability from Chicago Midway Airport to Michigan

Explore weekly flight availability from Midway to Michigan. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 17, 2025.

The most flights from MDW to USMI are scheduled on a Tuesday (18 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (9 on average).

Reviews of airlines servicing Michigan

Get insights into the airlines that provide service to Michigan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Michigan. Reviews last updated September 17, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Michigan, such as Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to Michigan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Michigan?

    There are many flights that can get you from Chicago Midway Airport to Michigan in 55m. Fly via Southwest or Delta to get the fastest option. The distance between Chicago Midway Airport and Michigan is about 136 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Chicago Midway Airport to Michigan?

    While some choose either Chicago Midway - Grand Rapids Gerald R. Ford Intl or Chicago Midway - Traverse City Cherry Capital, Chicago Midway - Detroit Metropolitan Wayne County is the most popular route from Chicago Midway Airport to Michigan.

  • What are the most reliable airlines from Chicago Midway Airport to Michigan?

    Consider Korean Air (85%), Air France (83%) or Virgin Atlantic (83%) when booking your flight. These represent the most reliable airlines when flying from Chicago Midway Airport to Michigan.

  • What are the cheapest flights from Chicago Midway Airport to Michigan?

    The cheapest flight price from Chicago Midway Airport to Michigan is $58. On average you can expect to pay $296. The most popular route, (Chicago Midway - Detroit Metropolitan Wayne County), can usually be booked for $97.

  • Can I find deals for flights from Midway to Michigan that include hotel bookings?

    Yes. In addition to deals on Midway to Michigan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Michigan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Michigan.

  • Can I find deals for business class flights from Midway to Michigan?

    Yes. Cheapflights offers flight deals from Midway to Michigan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Michigan?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Michigan (average of $250). Flying from Chicago Midway Airport to Michigan in March is currently the most expensive (average of $305). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Michigan

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Hobby flights
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Midway to Atlanta flights
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Midway to LaGuardia flights
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Midway to Miami flights
Midway to Seattle flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Charlotte flights
Midway to Baltimore flights
Midway to Tampa flights
O'Hare Intl to Portland flights
Midway to Fort Lauderdale flights
O'Hare Intl to Charleston flights

Top 2 airlines flying from Midway to Michigan

Discover the top 2 airlines that operate flights from Midway to Michigan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$91Average$237FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$107Average$296FlexibilityNo cancel feeOn-time63%

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