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$55+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — MDW
feb. 4 — feb. 111
mar. 2/4
mar. 2/11
1 adult, Economy
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Cheap flight deals from Michigan to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Michigan (USMI) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$130
(Frontier)

One-way from

$55
(Frontier)

Popular in

December

Cheapest in

October

Average price

$257

Good round-trip deal

$411 or less

Good one-way deal

$198 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. 23% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 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 enero 30, 2025.

This Frontier deal was found by Cheapflights users on 1/29. 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.
jue. 2/202:12 pmDTW - MDW
1 stop9h 34mFrontier
lun. 2/2412:43 pmMDW - DTW
1 stop18h 19mFrontier
Deal found 1/29$130
This KAYAK deal was found by Cheapflights users on 1/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/38:25 amDTW - MDW
Nonstop1h 26mDelta
lun. 3/32:08 pmMDW - DTW
Nonstop1h 15mDelta
Deal found 1/29$135
This Southwest deal was found by Cheapflights users on 1/30. 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.
mié. 2/264:15 pmGRR - MDW
Nonstop1h 05mSouthwest
jue. 2/279:20 amMDW - GRR
Nonstop0h 55mSouthwest
Deal found 1/30$137
This Southwest deal was found by Cheapflights users on 1/30. 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.
jue. 2/207:25 pmDTW - MDW
Nonstop1h 10mSouthwest
lun. 2/246:00 amMDW - DTW
1 stop3h 55mSouthwest
Deal found 1/30$147
This Delta deal was found by Cheapflights users on 1/30. 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.
jue. 2/206:50 amGRR - MDW
1 stop3h 01mDelta
lun. 2/246:28 pmMDW - GRR
1 stop3h 29mDelta
Deal found 1/30$208
This Delta deal was found by Cheapflights users on 1/30. 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.
vie. 4/252:13 pmMBS - MDW
1 stop3h 50mDelta
lun. 5/129:30 amMDW - MBS
1 stop3h 00mDelta
Deal found 1/30$214
This Delta deal was found by Cheapflights users on 1/29. 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. 4/256:00 amTVC - MDW
1 stop3h 42mDelta
dom. 4/275:59 pmMDW - TVC
1 stop4h 05mDelta
Deal found 1/29$269
This Delta deal was found by Cheapflights users on 1/29. 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. 3/812:05 pmAZO - MDW
1 stop5h 04mDelta
sáb. 3/159:25 amMDW - AZO
1 stop2h 58mDelta
Deal found 1/29$338
This Delta deal was found by Cheapflights users on 1/29. 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. 3/157:45 amMQT - MDW
1 stop4h 02mDelta
dom. 3/162:55 pmMDW - MQT
1 stop5h 58mDelta
Deal found 1/29$342
This Delta deal was found by Cheapflights users on 1/30. 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.
vie. 4/256:25 pmLAN - MDW
1 stop15h 17mDelta
lun. 5/121:00 pmMDW - LAN
1 stop21h 16mDelta
Deal found 1/30$380
This Delta deal was found by Cheapflights users on 1/30. 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.
jue. 6/510:18 amPLN - MDW
1 stop3h 12mDelta
dom. 6/81:00 pmMDW - PLN
1 stop3h 16mDelta
Deal found 1/30$427

Find flights from Michigan to Midway within your budget

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 enero 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

mar. 2/25

3:35 pm-12:17 am

1 stop9h 42m

Chicago Midway

mié. 2/26

8:12 am-2:52 pm

1 stop5h 40m

$130

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

mié. 2/26

4:15 pm-4:20 pm

Nonstop1h 05m

Chicago Midway

jue. 2/27

9:20 am-11:15 am

Nonstop0h 55m

$137

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

jue. 2/20

5:50 pm-6:11 pm

Nonstop1h 21m

Chicago Midway

lun. 2/24

6:28 pm-8:47 pm

Nonstop1h 19m

$137

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

jue. 2/20

1:50 pm-2:00 pm

Nonstop1h 10m

Chicago Midway

lun. 2/24

6:00 am-10:55 am

1 stop3h 55m

$147

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

jue. 2/20

6:50 am-8:51 am

1 stop3h 01m

Chicago Midway

lun. 2/24

6:28 pm-10:57 pm

1 stop3h 29m

$208

Bay CityChicago

MBS - MDW

MBSMDW

Bay City MBS Intl

vie. 4/25

2:13 pm-5:03 pm

1 stop3h 50m

Chicago Midway

lun. 5/12

9:30 am-1:30 pm

1 stop3h 00m

$214

Traverse CityChicago

TVC - MDW

TVCMDW

Traverse City Cherry Capital

vie. 4/25

6:00 am-8:42 am

1 stop3h 42m

Chicago Midway

dom. 4/27

5:59 pm-11:04 pm

1 stop4h 05m

$269

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

sáb. 3/8

12:05 pm-4:09 pm

1 stop5h 04m

Chicago Midway

sáb. 3/15

9:25 am-1:23 pm

1 stop2h 58m

$338

MarquetteChicago

MQT - MDW

MQTMDW

Marquette Sawyer Intl

sáb. 3/15

7:45 am-10:47 am

1 stop4h 02m

Chicago Midway

dom. 3/16

2:55 pm-9:53 pm

1 stop5h 58m

$342

LansingChicago

LAN - MDW

LANMDW

Lansing Capital City

vie. 4/25

6:25 pm-8:42 am

1 stop15h 17m

Chicago Midway

lun. 5/12

1:00 pm-11:16 am

1 stop21h 16m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 22 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.

Travel insights for flights from Michigan to Midway

Get recent, data-driven insights about flights from Michigan to Midway including ideal travel times, pricing trends, and more.

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 enero 30, 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 enero 30, 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 (1 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 enero 30, 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
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,450 reviews
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.3
Good
790 reviews
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.0
Okay
3,424 reviews
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $55. Users have also found prices from $69 and $69 on Southwest and Delta, 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 Grand Rapids Gerald R. Ford 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: Southwest (78%), Korean Air (71%), SkyWest Airlines (69%).

  • 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 $394, our data indicates the cheapest price to be $154. The most popular route (Detroit Metropolitan Wayne County - Chicago Midway), is priced around $124.

  • 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
New Buffalo
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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Miami to O'Hare Intl flights
Portland to O'Hare Intl flights
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Hobby to Midway flights
Cleveland to O'Hare Intl flights

Top 4 airlines flying from Michigan to Midway

Discover the top 4 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 enero 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$285FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$128Average$225FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$137Average$243FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$244Average$334FlexibilityNo cancel feeOn-time71%
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