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$72+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DTW
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap 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 January 20, 2026.

This Southwest deal was found by Cheapflights users on 1/20. 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 2/1010:05 am
MDW
-
DTW
1 stop4h 00m
Southwest
Thu 2/1212:55 pm
DTW
-
MDW
Nonstop1h 25m
Southwest
Deal found 1/20$167
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 2/187:00 am
MDW
-
DTW
1 stop15h 07m
Multiple Airlines
Wed 2/2510:59 pm
DTW
-
MDW
2 stops18h 17m
Multiple Airlines
Deal found 1/19$168
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Thu 2/1212:25 pm
MDW
-
DTW
1 stop20h 19m
Multiple Airlines
Mon 2/1610:59 pm
DTW
-
MDW
2 stops21h 08m
Multiple Airlines
Deal found 1/20$169
This Delta deal was found by Cheapflights users on 1/18. 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.
Thu 3/51:29 pm
MDW
-
DTW
Nonstop1h 10m
Delta
Thu 3/128:30 am
DTW
-
MDW
Nonstop1h 23m
Delta
Deal found 1/18$171
This Southwest deal was found by Cheapflights users on 1/18. 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 2/176:15 pm
MDW
-
DTW
Nonstop1h 10m
Southwest
Sat 2/2112:50 pm
DTW
-
MDW
2 stops7h 50m
Southwest
Deal found 1/18$172
This Southwest deal was found by Cheapflights users on 1/19. 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 2/121:25 pm
MDW
-
DTW
1 stop8h 15m
Southwest
Mon 2/1612:55 pm
DTW
-
MDW
Nonstop1h 25m
Southwest
Deal found 1/19$173
This Southwest deal was found by Cheapflights users on 1/18. 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 2/147:45 am
MDW
-
DTW
1 stop4h 30m
Southwest
Mon 2/166:25 am
DTW
-
MDW
Nonstop1h 30m
Southwest
Deal found 1/18$177
This Southwest deal was found by Cheapflights users on 1/19. 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 2/186:50 am
MDW
-
DTW
1 stop4h 55m
Southwest
Wed 2/251:40 pm
DTW
-
MDW
Nonstop1h 15m
Southwest
Deal found 1/19$181
This Southwest deal was found by Cheapflights users on 1/20. 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 3/107:45 am
MDW
-
DTW
2 stops8h 45m
Southwest
Thu 3/128:10 pm
DTW
-
MDW
1 stop3h 50m
Southwest
Deal found 1/20$182
This Delta deal was found by Cheapflights users on 1/19. 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 2/276:20 pm
MDW
-
TVC
1 stop4h 38m
Delta
Sun 3/16:00 am
TVC
-
MDW
1 stop3h 54m
Delta
Deal found 1/19$199
This Southwest deal was found by Cheapflights users on 1/19. 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 4/163:10 pm
MDW
-
GRR
Nonstop0h 55m
Southwest
Sun 4/195:45 pm
GRR
-
MDW
Nonstop1h 05m
Southwest
Deal found 1/19$233
This Delta deal was found by Cheapflights users on 1/18. 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.
Mon 2/166:20 pm
MDW
-
GRR
1 stop4h 35m
Delta
Mon 2/235:24 am
GRR
-
MDW
1 stop4h 30m
Delta
Deal found 1/18$245

Find flight deals from Midway to Michigan

Keep the following information in mind while searching for Midway to Michigan flight deals. Data was last updated January 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$167
(Southwest)

One-way from

$72
(Southwest)

Popular in

January

Cheapest in

May

Average price

$472

Good round-trip deal

$283 or less

Good one-way deal

$134 or less
Provider with most accurate pricing for Chicago (CHI)-Detroit (DTT) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Detroit (DTT) flights.
Search Deals
From Chicago Midway to Michigan
Search Deals
One-way flight from Chicago Midway to Michigan
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Michigan.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Michigan.
Search Deals

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 January 20, 2026.
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

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 2/12

1:29 pm-3:39 pm

Nonstop1h 10m

Detroit Metropolitan Wayne County

Sat 2/14

8:26 am-8:54 am

Nonstop1h 28m

$171

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Wed 2/18

6:20 pm-8:37 pm

Nonstop1h 17m

Detroit Metropolitan Wayne County

Wed 2/25

12:25 pm-12:46 pm

Nonstop1h 21m

$171

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 3/5

1:29 pm-3:39 pm

Nonstop1h 10m

Detroit Metropolitan Wayne County

Thu 3/12

8:30 am-8:53 am

Nonstop1h 23m

$171

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Mon 2/23

9:34 am-11:43 am

Nonstop1h 09m

Detroit Metropolitan Wayne County

Thu 2/26

8:26 am-8:54 am

Nonstop1h 28m

$171

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Tue 2/17

6:15 pm-8:25 pm

Nonstop1h 10m

Detroit Metropolitan Wayne County

Sat 2/21

12:50 pm-7:40 pm

2 stops7h 50m

$172

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 2/12

1:25 pm-10:40 pm

1 stop8h 15m

Detroit Metropolitan Wayne County

Mon 2/16

12:55 pm-1:20 pm

Nonstop1h 25m

$173

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Sat 2/14

7:45 am-1:15 pm

1 stop4h 30m

Detroit Metropolitan Wayne County

Mon 2/16

12:55 pm-1:20 pm

Nonstop1h 25m

$177

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 3/5

4:05 pm-11:05 pm

1 stop6h 00m

Detroit Metropolitan Wayne County

Mon 3/9

1:25 pm-1:35 pm

Nonstop1h 10m

$181

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Wed 2/18

1:25 pm-3:30 pm

Nonstop1h 05m

Detroit Metropolitan Wayne County

Wed 2/25

5:25 am-9:05 am

1 stop4h 40m

$181

ChicagoTraverse City

MDW - TVC

MDWTVC

Chicago Midway

Fri 2/27

6:20 pm-11:58 pm

1 stop4h 38m

Traverse City Cherry Capital

Sun 3/1

6:00 am-8:54 am

1 stop3h 54m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

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 $93). Flying from Chicago Midway Airport to Michigan in April is currently the most expensive (average of $673). 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 January 20, 2026.

When flying from Chicago Midway Airport to Michigan, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 73% versus a flight at noon.

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 January 20, 2026.

The most flights from MDW to USMI are scheduled on a Monday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 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 January 20, 2026.
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
4,267 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,078 reviews
Southwest
8.0
Very good
4,267 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 Delta or Southwest to get the fastest option. The distance between Chicago Midway Airport and Michigan is about 136 mi. All flights are typically nonstop.

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

    While some choose either Chicago Midway - Traverse City Cherry Capital or Chicago Midway - Pellston Emmet County, 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 Southwest (73%), Air France (72%) or WestJet (65%) 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 $86. On average you can expect to pay $454. The most popular route, (Chicago Midway - Detroit Metropolitan Wayne County), can usually be booked for $142.

  • 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 $93). Flying from Chicago Midway Airport to Michigan in April is currently the most expensive (average of $673). 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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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 January 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$257FlexibilityNo cancel feeOn-time63%
DeltaCheapest$137Average$256FlexibilityNo cancel feeOn-timeN/A

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