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Midway

$64+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — MDW
ene. 22 — ene. 291
jue. 1/22
jue. 1/29
1 adult, Economy
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Cheap 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 diciembre 23, 2025.

This Southwest deal was found by Cheapflights users on 12/20. 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.
mié. 12/317:00 pmDTW - MDW
Nonstop1h 10mSouthwest
jue. 1/110:00 amMDW - DTW
Nonstop1h 20mSouthwest
Deal found 12/20$235
This Delta deal was found by Cheapflights users on 12/22. 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.
mié. 12/246:45 amMBS - MDW
1 stop3h 04mDelta
mié. 12/316:08 pmMDW - MBS
1 stop3h 35mDelta
Deal found 12/22$309
This Southwest deal was found by Cheapflights users on 12/21. 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.
mié. 12/317:00 pmDTW - MDW
Nonstop1h 10mSouthwest
lun. 1/59:35 pmMDW - DTW
Nonstop1h 05mSouthwest
Deal found 12/21$329
This Expedia deal was found by Cheapflights users on 12/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/2510:49 amDTW - MDW
1 stop7h 49mFrontier
sáb. 12/276:12 amMDW - DTW
1 stop10h 43mFrontier
Deal found 12/21$333
This Southwest deal was found by Cheapflights users on 12/21. 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.
mié. 12/317:00 pmDTW - MDW
Nonstop1h 10mSouthwest
dom. 1/44:20 pmMDW - DTW
1 stop5h 50mSouthwest
Deal found 12/21$339
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
mié. 12/312:43 pmDTW - MDW
2 stops27h 55mMultiple Airlines
lun. 1/52:16 pmMDW - DTW
1 stop9h 00mMultiple Airlines
Deal found 12/21$347
This Delta deal was found by Cheapflights users on 12/22. 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.
mar. 12/236:03 amTVC - MDW
1 stop3h 46mDelta
vie. 12/266:08 pmMDW - TVC
1 stop3h 50mDelta
Deal found 12/22$349
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
jue. 12/255:10 amDTW - MDW
1 stop8h 51mMultiple Airlines
mié. 1/146:10 amMDW - DTW
1 stop6h 20mMultiple Airlines
Deal found 12/21$354
This Frontier deal was found by Cheapflights users on 12/22. 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.
jue. 12/2510:49 amDTW - MDW
1 stop7h 49mFrontier
lun. 12/296:12 amMDW - DTW
1 stop9h 59mFrontier
Deal found 12/22$358
This Delta deal was found by Cheapflights users on 12/21. 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. 12/286:03 amTVC - MDW
1 stop3h 46mDelta
dom. 1/46:08 pmMDW - TVC
1 stop4h 20mDelta
Deal found 12/21$369
This Delta deal was found by Cheapflights users on 12/21. 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. 12/256:30 amAZO - MDW
1 stop3h 19mDelta
vie. 1/29:29 amMDW - AZO
1 stop2h 57mDelta
Deal found 12/21$410
This Delta deal was found by Cheapflights users on 12/21. 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.
lun. 12/296:45 amMBS - MDW
1 stop3h 04mDelta
vie. 1/26:08 pmMDW - MBS
1 stop3h 35mDelta
Deal found 12/21$437

Find flight deals from Michigan to Midway

Keep the following information in mind while searching for Michigan to Midway flight deals. Data was last updated diciembre 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$148
(Kiwi.com)

One-way from

$64
(Expedia)

Popular in

December

Cheapest in

April

Average price

$340

Good round-trip deal

$294 or less

Good one-way deal

$181 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
Search Deals
One-way flight from Michigan to Chicago Midway
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
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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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 diciembre 23, 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. 1/24

7:00 am-7:30 am

Nonstop1h 30m

Chicago Midway

mar. 1/27

5:15 pm-10:30 pm

1 stop4h 15m

$158

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

lun. 3/2

12:25 pm-12:46 pm

Nonstop1h 21m

Chicago Midway

mié. 3/4

9:34 am-11:43 am

Nonstop1h 09m

$162

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

sáb. 1/17

12:45 pm-4:55 pm

1 stop5h 10m

Chicago Midway

dom. 1/18

10:00 am-12:10 pm

Nonstop1h 10m

$169

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

lun. 1/19

5:31 pm-5:55 pm

Nonstop1h 24m

Chicago Midway

lun. 1/26

9:33 am-11:44 am

Nonstop1h 11m

$171

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

jue. 2/19

7:35 pm-7:45 pm

Nonstop1h 10m

Chicago Midway

lun. 2/23

6:15 pm-8:25 pm

Nonstop1h 10m

$171

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

jue. 1/15

12:25 pm-12:48 pm

Nonstop1h 23m

Chicago Midway

lun. 1/19

9:32 am-11:43 am

Nonstop1h 11m

$171

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

lun. 3/2

7:35 pm-7:45 pm

Nonstop1h 10m

Chicago Midway

mié. 3/4

1:25 pm-3:30 pm

Nonstop1h 05m

$171

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

sáb. 1/24

8:50 am-11:35 am

1 stop3h 45m

Chicago Midway

sáb. 1/24

3:55 pm-8:15 pm

1 stop3h 20m

$187

Traverse CityChicago

TVC - MDW

TVCMDW

Traverse City Cherry Capital

jue. 3/5

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

dom. 3/8

6:34 pm-11:05 pm

1 stop3h 31m

$199

Traverse CityChicago

TVC - MDW

TVCMDW

Traverse City Cherry Capital

vie. 1/23

6:00 am-8:52 am

1 stop3h 52m

Chicago Midway

lun. 1/26

6:35 pm-11:58 pm

1 stop4h 23m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 60 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, August is the cheapest month in which you can book a flight from Michigan to Chicago Midway Airport (average of $94). Flying from Michigan to Chicago Midway Airport in December is currently the most expensive (average of $280). 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 diciembre 23, 2025.

When flying from Michigan to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 9% versus a flight in the morning.

What is the cheapest day to fly from Michigan to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Michigan to Midway. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Michigan to Chicago Midway Airport flight should consider departing on Saturday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 diciembre 23, 2025.

The most flights from USMI to MDW are scheduled on a Monday (10 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 on average).

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.

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

    For as low as $162, Southwest can have you in Chicago Midway Airport from Michigan in 1h 21m. The distance from Michigan to Chicago Midway Airport is about 227 mi. Most flights are nonstop.

  • 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 Lansing Capital City - 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: Air France (93%), Virgin Atlantic (90%), Southwest (86%).

  • 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 $317, our data indicates the cheapest price to be $98. The most popular route (Detroit Metropolitan Wayne County - Chicago Midway), is priced around $148.

  • 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, August is the cheapest month in which you can book a flight from Michigan to Chicago Midway Airport (average of $94). Flying from Michigan to Chicago Midway Airport in December is currently the most expensive (average of $280). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 2 airlines flying from Michigan to Midway

Discover the top 2 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 diciembre 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$97Average$340FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$97Average$275FlexibilityNo cancel feeOn-time63%

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