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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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DTW
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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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 November 6, 2025.

This Southwest deal was found by Cheapflights users on 11/5. 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 12/248:40 pmMDW - GRR
Nonstop0h 55mSouthwest
Thu 12/255:00 pmGRR - MDW
Nonstop1h 15mSouthwest
Deal found 11/5$97
This Southwest deal was found by Cheapflights users on 11/4. 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 12/48:30 pmMDW - DTW
Nonstop1h 10mSouthwest
Mon 12/87:00 pmDTW - MDW
Nonstop1h 10mSouthwest
Deal found 11/4$101
This Frontier deal was found by Cheapflights users on 11/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:15 amMDW - DTW
1 stop9h 57mFrontier
Thu 12/411:58 amDTW - MDW
1 stop7h 10mFrontier
Deal found 11/3$110
This Delta deal was found by Cheapflights users on 11/3. 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.
Wed 12/319:29 amMDW - DTW
Nonstop1h 14mDelta
Thu 1/18:25 amDTW - MDW
Nonstop1h 24mDelta
Deal found 11/3$117
This Delta deal was found by Cheapflights users on 11/3. 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.
Tue 12/96:40 pmMDW - DTW
Nonstop1h 19mDelta
Thu 12/115:40 pmDTW - MDW
Nonstop1h 20mDelta
Deal found 11/3$129
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/97:44 amMDW - DTW
1 stop6h 56mMultiple Airlines
Fri 1/912:20 pmDTW - MDW
1 stop8h 42mMultiple Airlines
Deal found 11/4$135
This Delta deal was found by Cheapflights users on 11/3. 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 11/246:48 pmMDW - DTW
Nonstop1h 17mDelta
Thu 12/48:30 amDTW - MDW
Nonstop1h 24mDelta
Deal found 11/3$137
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/97:44 amMDW - DTW
1 stop6h 56mMultiple Airlines
Thu 12/116:00 amDTW - MDW
1 stop8h 01mMultiple Airlines
Deal found 11/3$141
This Delta deal was found by Cheapflights users on 11/3. 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 11/246:48 pmMDW - DTW
Nonstop1h 17mDelta
Sat 12/68:25 amDTW - MDW
Nonstop1h 24mDelta
Deal found 11/3$144
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/27:44 amMDW - DTW
1 stop14h 25mMultiple Airlines
Tue 12/92:50 pmDTW - MDW
1 stop18h 56mMultiple Airlines
Deal found 11/4$151
This Southwest deal was found by Cheapflights users on 11/5. 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 12/96:40 amMDW - DTW
1 stop4h 45mSouthwest
Sat 12/137:00 amDTW - MDW
Nonstop1h 25mSouthwest
Deal found 11/5$154
This Delta deal was found by Cheapflights users on 11/5. 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.
Wed 12/246:08 pmMDW - GRR
1 stop3h 13mDelta
Thu 12/256:20 amGRR - MDW
1 stop3h 29mDelta
Deal found 11/5$157

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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

February

Cheapest in

October

Average price

$237

Good round-trip deal

$194 or less

Good one-way deal

$98 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. 13% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 6, 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

Wed 12/24

8:40 pm-10:35 pm

Nonstop0h 55m

Grand Rapids Gerald R. Ford Intl

Thu 12/25

5:00 pm-5:15 pm

Nonstop1h 15m

$97

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Sat 12/13

9:29 am-11:40 am

Nonstop1h 11m

Detroit Metropolitan Wayne County

Tue 12/16

12:15 pm-12:34 pm

Nonstop1h 19m

$101

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Sat 12/13

9:29 am-11:40 am

Nonstop1h 11m

Detroit Metropolitan Wayne County

Mon 12/15

5:40 pm-6:00 pm

Nonstop1h 20m

$101

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Sat 1/17

1:28 pm-3:38 pm

Nonstop1h 10m

Detroit Metropolitan Wayne County

Sun 1/18

5:09 pm-5:34 pm

Nonstop1h 25m

$101

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 1/1

9:29 am-11:43 am

Nonstop1h 14m

Detroit Metropolitan Wayne County

Wed 1/7

5:09 pm-5:34 pm

Nonstop1h 25m

$109

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Wed 12/31

9:29 am-11:43 am

Nonstop1h 14m

Detroit Metropolitan Wayne County

Thu 1/1

8:25 am-8:49 am

Nonstop1h 24m

$117

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 1/1

11:25 am-8:40 pm

1 stop8h 15m

Detroit Metropolitan Wayne County

Mon 1/5

12:25 pm-12:35 pm

Nonstop1h 10m

$150

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 12/4

9:34 am-11:45 am

Nonstop1h 11m

Detroit Metropolitan Wayne County

Sun 12/7

8:30 am-8:54 am

Nonstop1h 24m

$156

ChicagoGrand Rapids

MDW - GRR

MDWGRR

Chicago Midway

Wed 12/24

6:08 pm-10:21 pm

1 stop3h 13m

Grand Rapids Gerald R. Ford Intl

Thu 12/25

6:20 am-8:49 am

1 stop3h 29m

$157

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Fri 1/23

8:56 pm-3:11 pm

1 stop17h 15m

Detroit Metropolitan Wayne County

Mon 1/26

12:35 pm-11:25 pm

1 stop11h 50m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

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 November 6, 2025.

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 50% 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 November 6, 2025.

The most flights from MDW to USMI are scheduled on a Thursday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 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 November 6, 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
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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. All flights are typically nonstop.

  • 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 Endeavor Airlines (95%), Delta (94%) or SkyWest Airlines (94%) 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 $88. On average you can expect to pay $278. The most popular route, (Chicago Midway - Detroit Metropolitan Wayne County), can usually be booked for $101.

  • 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$91Average$245FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$107Average$277FlexibilityNo cancel feeOn-time63%

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