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Midway

$81+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — MDW
may. 4 — may. 111
dom. 5/4
dom. 5/11
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 abril 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$162
(Frontier)

One-way from

$81
(Frontier)

Popular in

December

Cheapest in

October

Average price

$186

Good round-trip deal

$283 or less

Good one-way deal

$143 or less
Provider with most accurate pricing for Detroit (DTT)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Detroit (DTT)-Chicago (CHI) flights.
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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. 20% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in April 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 abril 29, 2025.

This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/244:30 pmDTW - MDW
1 stop6h 32mFrontier
mar. 5/272:44 pmMDW - DTW
1 stop9h 00mFrontier
Deal found 4/29$162
This Delta deal was found by Cheapflights users on 4/29. 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.
sáb. 5/248:25 amDTW - MDW
Nonstop1h 15mDelta
dom. 5/259:16 amMDW - DTW
Nonstop1h 10mDelta
Deal found 4/29$179
This Delta deal was found by Cheapflights users on 4/28. 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.
dom. 6/153:33 pmMBS - MDW
1 stop4h 08mDelta
dom. 6/229:24 amMDW - MBS
1 stop4h 29mDelta
Deal found 4/28$199
This Delta deal was found by Cheapflights users on 4/28. 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.
vie. 6/131:18 pmTVC - MDW
1 stop5h 22mDelta
vie. 6/206:20 pmMDW - TVC
1 stop4h 31mDelta
Deal found 4/28$199
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/246:45 amDTW - MDW
Nonstop1h 10mSouthwest
dom. 5/256:35 amMDW - DTW
1 stop5h 20mSouthwest
Deal found 4/29$200
This Southwest deal was found by Cheapflights users on 4/28. 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.
sáb. 5/317:00 amGRR - MDW
Nonstop1h 00mSouthwest
sáb. 6/79:45 pmMDW - GRR
Nonstop0h 55mSouthwest
Deal found 4/28$220
This Delta deal was found by Cheapflights users on 4/29. 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.
dom. 5/256:20 amGRR - MDW
1 stop3h 20mDelta
mar. 5/276:25 pmMDW - GRR
1 stop4h 22mDelta
Deal found 4/29$233
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 6/15:22 pmFNT - MDW
2 stops26h 52mAllegiant Air
vie. 6/69:12 amMDW - FNT
1 stop26h 43mAllegiant Air
Deal found 4/29$284
This Delta deal was found by Cheapflights users on 4/29. 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.
jue. 6/510:18 amPLN - MDW
1 stop3h 10mDelta
dom. 6/81:09 pmMDW - PLN
1 stop3h 02mDelta
Deal found 4/29$337
This Delta deal was found by Cheapflights users on 4/29. 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.
vie. 5/305:30 amAZO - MDW
1 stop4h 10mDelta
mié. 6/46:25 pmMDW - AZO
1 stop4h 21mDelta
Deal found 4/29$338
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/199:39 amTVC - MDW
2 stops29h 24mAllegiant Air
lun. 6/232:53 pmMDW - TVC
2 stops24h 46mAllegiant Air
Deal found 4/29$354
This Mytrip deal was found by Cheapflights users on 4/28. 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.
jue. 6/127:39 pmGRR - MDW
1 stop13h 43mAllegiant Air
jue. 6/198:09 pmMDW - GRR
2 stops25h 17mAllegiant Air
Deal found 4/28$390

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 abril 29, 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

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

sáb. 5/24

4:30 pm-10:02 pm

1 stop6h 32m

Chicago Midway

mar. 5/27

2:44 pm-12:44 am

1 stop9h 00m

$162

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

sáb. 5/24

8:25 am-8:40 am

Nonstop1h 15m

Chicago Midway

dom. 5/25

9:16 am-11:26 am

Nonstop1h 10m

$179

Bay CityChicago

MBS - MDW

MBSMDW

Bay City MBS Intl

dom. 6/15

3:33 pm-6:41 pm

1 stop4h 08m

Chicago Midway

dom. 6/22

9:24 am-2:53 pm

1 stop4h 29m

$199

Traverse CityChicago

TVC - MDW

TVCMDW

Traverse City Cherry Capital

vie. 6/13

1:18 pm-5:40 pm

1 stop5h 22m

Chicago Midway

vie. 6/20

6:20 pm-11:51 pm

1 stop4h 31m

$199

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

sáb. 5/24

6:45 am-6:55 am

Nonstop1h 10m

Chicago Midway

dom. 5/25

6:35 am-12:55 pm

1 stop5h 20m

$200

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

sáb. 5/31

7:00 am-7:00 am

Nonstop1h 00m

Chicago Midway

sáb. 6/7

9:45 pm-11:40 pm

Nonstop0h 55m

$220

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

dom. 5/25

6:20 am-8:40 am

1 stop3h 20m

Chicago Midway

mar. 5/27

6:25 pm-11:47 pm

1 stop4h 22m

$233

FlintChicago

FNT - MDW

FNTMDW

Flint Bishop

dom. 6/1

5:22 pm-7:14 pm

2 stops26h 52m

Chicago Midway

vie. 6/6

9:12 am-12:55 pm

1 stop26h 43m

$284

PellstonChicago

PLN - MDW

PLNMDW

Pellston Emmet County

jue. 6/5

10:18 am-12:28 pm

1 stop3h 10m

Chicago Midway

dom. 6/8

1:09 pm-5:11 pm

1 stop3h 02m

$337

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

vie. 5/30

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

mié. 6/4

6:25 pm-11:46 pm

1 stop4h 21m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 29 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 abril 29, 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 abril 29, 2025.

The most flights from USMI to MDW are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 abril 29, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Allegiant Air from Michigan to Chicago by reading reviews from past customers. 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
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,284 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 Frontier. According to our data, you can fly for as low as $81. Users have also found prices from $90 and $100 on Delta and Southwest, 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: Virgin Atlantic (88%), Southwest (84%), Air France (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 $300, our data indicates the cheapest price to be $48. The most popular route (Detroit Metropolitan Wayne County - Chicago Midway), is priced around $179.

  • 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 Michigan?

Book flights to Michigan if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
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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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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$108Average$257FlexibilityNo cancel feeOn-time63%
DeltaCheapest$112Average$262FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$137Average$239FlexibilityNo cancel feeOn-time69%

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