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Midway

$46+ Cheap flights from Michigan to Midway (MDW)

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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — MDW
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Michigan to Midway

Keep the following information in mind while searching for Michigan to Midway flight deals. Data was last updated July 31, 2025.

Round-trip from

$91
(Southwest)

One-way from

$46
(Southwest)

Popular in

December

Cheapest in

October

Average price

$275

Good round-trip deal

$240 or less

Good one-way deal

$150 or less
From Michigan to Chicago Midway
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One-way flight from Michigan to Chicago Midway
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Highest demand for flights based on searches. 17% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Michigan to Chicago Midway.
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Price to beat on a one-way flight from Michigan to Chicago Midway.
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Find flight deals from Michigan to Midway

Cheapest flights from Michigan to Midway
Explore the most affordable flight options available from Michigan to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Southwest deal was found by Cheapflights users on 7/30. 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 8/2012:30 pmGRR - MDW
Nonstop1h 00mSouthwest
Sat 8/237:40 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 7/30$91
This Southwest deal was found by Cheapflights users on 7/31. 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 10/26:45 amDTW - MDW
Nonstop1h 10mSouthwest
Thu 10/29:40 amMDW - DTW
Nonstop1h 05mSouthwest
Deal found 7/31$97
This Delta deal was found by Cheapflights users on 7/29. 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 9/168:25 amDTW - MDW
Nonstop1h 15mDelta
Thu 9/189:35 amMDW - DTW
Nonstop1h 10mDelta
Deal found 7/29$144
This Delta deal was found by Cheapflights users on 7/30. 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 9/15:30 amGRR - MDW
1 stop4h 05mDelta
Tue 9/29:30 amMDW - GRR
1 stop2h 49mDelta
Deal found 7/30$177
This Frontier deal was found by Cheapflights users on 7/30. 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.
Fri 9/53:42 pmDTW - MDW
1 stop8h 38mFrontier
Sun 9/71:49 pmMDW - DTW
1 stop5h 40mFrontier
Deal found 7/30$177
This Delta deal was found by Cheapflights users on 7/30. 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 11/113:30 pmMBS - MDW
1 stop4h 06mDelta
Sat 11/155:59 pmMDW - MBS
1 stop3h 15mDelta
Deal found 7/30$199
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 8/236:00 amTVC - MDW
1 stop3h 35mDelta
Mon 9/86:17 pmMDW - TVC
1 stop4h 03mDelta
Deal found 7/31$199
This Delta deal was found by Cheapflights users on 7/30. 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 8/261:40 pmCIU - MDW
1 stop5h 57mDelta
Wed 9/31:08 pmMDW - CIU
1 stop5h 02mDelta
Deal found 7/30$218
This Delta deal was found by Cheapflights users on 7/29. 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.
Sat 8/3012:00 pmLAN - MDW
1 stop7h 37mDelta
Sun 8/316:17 pmMDW - LAN
1 stop3h 44mDelta
Deal found 7/29$337
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 9/202:00 pmAZO - MDW
1 stop5h 35mDelta
Sat 9/279:35 amMDW - AZO
1 stop2h 41mDelta
Deal found 7/31$342
This Delta deal was found by Cheapflights users on 7/31. 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 8/202:15 pmSBN - MDW
1 stop19h 20mDelta
Tue 8/261:08 pmMDW - SBN
1 stop23h 22mDelta
Deal found 7/31$362
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/77:39 pmGRR - MDW
1 stop13h 43mAllegiant Air
Fri 8/82:46 pmMDW - GRR
2 stops16h 52mAllegiant Air
Deal found 7/30$409

Cheapflights Fare Finder

 
Customize your flight search to find flights from Michigan to Midway 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 July 31, 2025.
Use the filters below to find and compare flights from Michigan to Chicago Midway Airport that are best for you.

Fly from

Michigan

Fly to

Midway

Route

Depart

Return

Price

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 8/20

12:30 pm-12:30 pm

Nonstop1h 00m

Chicago Midway

Sat 8/23

7:40 pm-9:35 pm

Nonstop0h 55m

$91

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

Tue 9/16

8:25 am-8:40 am

Nonstop1h 15m

Chicago Midway

Thu 9/18

9:35 am-11:45 am

Nonstop1h 10m

$144

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

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Mon 9/1

5:30 am-8:35 am

1 stop4h 05m

Chicago Midway

Tue 9/2

9:30 am-1:19 pm

1 stop2h 49m

$177

Bay CityChicago

MBS - MDW

MBSMDW

Bay City MBS Intl

Tue 11/11

3:30 pm-6:36 pm

1 stop4h 06m

Chicago Midway

Sat 11/15

5:59 pm-10:14 pm

1 stop3h 15m

$199

Traverse CityChicago

TVC - MDW

TVCMDW

Traverse City Cherry Capital

Sat 8/23

6:00 am-8:35 am

1 stop3h 35m

Chicago Midway

Mon 9/8

6:17 pm-11:20 pm

1 stop4h 03m

$199

Sault Ste. MarieChicago

CIU - MDW

CIUMDW

Sault Ste. Marie Chippewa County

Tue 8/26

1:40 pm-6:37 pm

1 stop5h 57m

Chicago Midway

Wed 9/3

1:08 pm-7:10 pm

1 stop5h 02m

$218

LansingChicago

LAN - MDW

LANMDW

Lansing Capital City

Sat 8/30

12:00 pm-6:37 pm

1 stop7h 37m

Chicago Midway

Sun 8/31

6:17 pm-11:01 pm

1 stop3h 44m

$337

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 9/20

2:00 pm-6:35 pm

1 stop5h 35m

Chicago Midway

Sat 9/27

9:35 am-1:16 pm

1 stop2h 41m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 26 results
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Best time to book a flight from Michigan to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Michigan 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 Michigan to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Michigan to Chicago Midway Airport (average of $160). Flying from Michigan to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 MI to MDW?

Find hourly flight availability from Michigan to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

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

Weekly flight availability from Michigan to Chicago Midway Airport

Explore weekly flight availability from Michigan to Midway. 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 July 31, 2025.

The most flights from USMI to MDW are scheduled on a Thursday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated July 31, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Allegiant Air from Michigan to Chicago Midway Airport to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,239 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

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

  • What are the cheapest airlines to fly from Michigan to Chicago Midway Airport one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $46. Users have also found prices from $49 and $89 on Delta and Frontier, respectively.

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

    When deciding which route to take from Michigan to Chicago Midway Airport consider Detroit Metropolitan Wayne County - Chicago Midway, Traverse City Cherry Capital - Chicago Midway or Bay City MBS Intl - Chicago Midway as they are the most popular.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Michigan to Chicago Midway Airport on time: Sun Country Air (100%), Southwest (83%), Endeavor Airlines (82%).

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

    Looking for the cheapest flight from Michigan to Chicago Midway Airport? While on average our users pay $280, our data indicates the cheapest price to be $78. The most popular route (Detroit Metropolitan Wayne County - Chicago Midway), is priced around $91.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Michigan to Midway 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 Michigan to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Michigan to Chicago Midway Airport (average of $160). Flying from Michigan to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for Michigan to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Los Angeles to Midway flights
San Francisco to Midway flights
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Boston to Midway flights
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Love Field to Midway flights
Reagan-National to Midway flights

Top 3 airlines flying from Michigan to Midway

Discover the top 3 airlines that operate flights from Michigan to Midway. 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$112Average$277FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$122Average$262FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$137Average$233FlexibilityNo cancel feeOn-time69%

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