What are the most reliable airlines from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

No one likes to see their flight delayed. When booking a flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport consider choosing Sun Country Air (100%), Korean Air (85%) or Virgin Atlantic (84%) as they are the most reliable in getting you off to your destination on time.

What is the cheapest day to fly round-trip from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

Sunday flights are found to be more expensive to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago Midway Airport.

What airport do you fly from for flights from Detroit to Chicago Midway?

If you book a flight to Chicago Midway from Detroit, you will be flying from Detroit Metropolitan Wayne County, which is the city’s only airport. Detroit Metropolitan Wayne County (DTW) is located 17.3 mi from the center of Detroit. There are 12 flights from Detroit Metropolitan Wayne County to Chicago Midway per day from 2 different airlines.

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

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

How can I find direct flights from Detroit to Midway?

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

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

Yes. Cheapflights offers flight deals from Detroit 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.

$49+ Flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

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Cheap flight deals from Detroit to Midway

Round-trip from	$107 (Southwest)
One-way from	$49 (Southwest)
Popular in	July
Cheapest in	March
Average price	$279
Good round-trip deal	$296 or less
Good one-way deal	$160 or less

From Detroit Metropolitan Wayne County to Chicago Midway

Search Deals

One-way flight from Detroit Metropolitan Wayne County to Chicago Midway

Search Deals

Highest demand for flights based on searches. 14% potential increase in price ($43 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).

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Average for round-trip flights in June 2025

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Price to beat on a round-trip flight from Detroit Metropolitan Wayne County to Chicago Midway.

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Price to beat on a one-way flight from Detroit Metropolitan Wayne County to Chicago Midway.

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Find flight deals from Detroit to Midway

Cheapest flights from Detroit to Midway
Explore the most affordable flight options available from Detroit to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.

lun. 9/87:30 pmDTW - MDW

Nonstop1h 10mSouthwest

mié. 9/102:55 pmMDW - DTW

1 stop6h 20mSouthwest

Deal found 6/10

$107

sáb. 9/2712:15 pmDTW - MDW

Nonstop1h 17mDelta

lun. 9/291:00 pmMDW - DTW

Nonstop1h 13mDelta

Deal found 6/10

$124

sáb. 9/274:38 pmDTW - MDW

1 stop7h 31mFrontier

lun. 9/291:59 pmMDW - DTW

1 stop5h 56mFrontier

Deal found 6/12

$224

jue. 7/178:38 amDTW - MDW

2 stops26h 03mMultiple Airlines

lun. 7/2110:31 amMDW - DTW

2 stops33h 40mMultiple Airlines

Deal found 6/11

$344

Best flights from Detroit to Midway
Discover carefully curated flight deals from Detroit to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated junio 12, 2025.

lun. 9/87:30 pmDTW - MDW

Nonstop1h 10mSouthwest

mié. 9/102:55 pmMDW - DTW

1 stop6h 20mSouthwest

Deal found 6/10

$107

sáb. 8/308:25 amDTW - MDW

Nonstop1h 10mDelta

lun. 9/19:30 amMDW - DTW

Nonstop1h 13mDelta

Deal found 6/12

$174

sáb. 9/64:38 pmDTW - MDW

1 stop7h 31mFrontier

dom. 9/71:59 pmMDW - DTW

1 stop5h 56mFrontier

Deal found 6/11

$234

jue. 7/178:38 amDTW - MDW

2 stops26h 03mMultiple Airlines

lun. 7/2110:31 amMDW - DTW

2 stops33h 40mMultiple Airlines

Deal found 6/11

$344

Last-minute flights from Detroit to Midway
Discover last-minute flight deals from Detroit to Midway. Data last updated junio 12, 2025 and is based on user searches.

lun. 6/1612:18 pmDTW - MDW

1 stop12h 00mFrontier

jue. 6/199:12 pmMDW - DTW

1 stop10h 40mFrontier

Deal found 6/12

$228

mar. 6/178:25 amDTW - MDW

Nonstop1h 16mDelta

jue. 9/49:30 amMDW - DTW

Nonstop1h 13mDelta

Deal found 6/10

$298

mar. 6/174:15 pmDTW - MDW

1 stop3h 35mSouthwest

jue. 9/44:35 pmMDW - DTW

Nonstop1h 10mSouthwest

Deal found 6/10

$308

jue. 6/196:15 amDTW - MDW

2 stops31h 36mMultiple Airlines

vie. 6/202:53 pmMDW - DTW

3 stops31h 32mMultiple Airlines

Deal found 6/10

$590

vie. 6/209:52 amDTW - MDW

1 stop8h 42mFrontier

vie. 6/209:12 pmMDW - DTW

1 stop10h 40mFrontier

Deal found 6/12

$345

mar. 7/18:25 amDTW - MDW

Nonstop1h 16mDelta

sáb. 7/56:20 pmMDW - DTW

Nonstop1h 17mDelta

Deal found 6/9

$179

mar. 7/14:15 pmDTW - MDW

1 stop3h 35mSouthwest

vie. 7/47:35 pmMDW - DTW

Nonstop1h 10mSouthwest

Deal found 6/11

$214

jue. 7/178:38 amDTW - MDW

2 stops26h 03mMultiple Airlines

lun. 7/2110:31 amMDW - DTW

2 stops33h 40mMultiple Airlines

Deal found 6/11

$344

One-way flights from Detroit to Midway
Search for one-way flight options from Detroit to Midway. Find affordable one-way fares based on user searches. Data last updated junio 12, 2025.

lun. 8/46:30 amDTW - MDW

Nonstop1h 10mSouthwest

Deal found 6/9

$49

sáb. 8/98:30 amDTW - MDW

Nonstop1h 14mDelta

Deal found 6/9

$76

lun. 9/14:08 pmDTW - MDW

1 stop17h 54mFrontier

Deal found 6/11

$143

dom. 7/208:38 amDTW - MDW

2 stops26h 03mMultiple Airlines

Deal found 6/10

$160

Cheapflights Fare Finder

Use the filters below to find and compare flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

lun. 9/8

7:30 pm-7:40 pm

Nonstop1h 10m

Chicago Midway

mié. 9/10

2:55 pm-10:15 pm

1 stop6h 20m

$107

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

sáb. 8/30

8:25 am-8:35 am

Nonstop1h 10m

Chicago Midway

lun. 9/1

9:30 am-11:43 am

Nonstop1h 13m

$174

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

lun. 6/16

12:18 pm-11:18 pm

1 stop12h 00m

Chicago Midway

jue. 6/19

9:12 pm-8:52 am

1 stop10h 40m

$228

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

jue. 7/17

8:38 am-9:41 am

2 stops26h 03m

Chicago Midway

lun. 7/21

10:31 am-9:11 pm

2 stops33h 40m

$344

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

lun. 8/18

6:21 pm-6:37 pm

Nonstop1h 16m

$49

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

lun. 8/18

5:40 am-1:30 pm

2 stops8h 50m

$54

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

lun. 9/1

4:08 pm-9:02 am

1 stop17h 54m

$143

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

dom. 7/20

6:30 am-9:41 am

2 stops28h 11m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

The best insider tips for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights

Cheapflights partnered with top experts to bring you the best recommendations for your Detroit Metropolitan Wayne County Airport to Chicago Midway Airport trip

Airports

DTW

Security lines at DTW are short, typically under 10 minutes at McNamara Terminal, even without TSA PreCheck.

MDW

Use the Orange Line train for a quick, 30-minute ride from MDW to downtown Chicago.

Our travel experts

Ramsey Qubein

Expert on MDW

Brandon Schultz

Expert on DTW

Best time to book a flight from Detroit to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Detroit 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 Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport (average of $160). Flying from Detroit Metropolitan Wayne County Airport 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 DTW to MDW?

Unlike in the evening, when flights are generally more expensive, you can save up to 36% on flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

Travelers seeking maximum savings on their Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

The most flights from DTW 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

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

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

Read reviews from past customers who have flown Southwest, Delta and Frontier from Detroit to Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Southwest

8.0

Very good

4,287 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Delta

8.0

Very good

7,946 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Frontier

6.0

Okay

3,295 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

What airport do you fly from for flights from Detroit to Chicago Midway?
If you book a flight to Chicago Midway from Detroit, you will be flying from Detroit Metropolitan Wayne County, which is the city’s only airport. Detroit Metropolitan Wayne County (DTW) is located 17.3 mi from the center of Detroit. There are 12 flights from Detroit Metropolitan Wayne County to Chicago Midway per day from 2 different airlines.
What are the cheapest airlines flying from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport round-trip?
Southwest, at $107, was found to be the cheapest airline from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport.Alternate airlines to your destination round-trip include Delta and Frontier. Southwest is 59% cheaper than the average price of flights available within the next 90 days to this destination.
What are the cheapest airlines to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport one-way?
The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from Delta and Frontier, as they are both options that can get you from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport for a low price.
What are the most reliable airlines from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?
No one likes to see their flight delayed. When booking a flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport consider choosing Sun Country Air (100%), Korean Air (85%) or Virgin Atlantic (84%) as they are the most reliable in getting you off to your destination on time.
What are the cheapest flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?
Looking at all options, your cheapest flight can be booked for $75. While the most popular route (Detroit Metropolitan Wayne County - Chicago Midway) can be booked for $97 on average our data indicates $313 when flying from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport.
Can I find deals for flights from Detroit to Midway that include hotel bookings?
Yes. In addition to deals on Detroit to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Detroit to Midway?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Detroit to Midway.
Can I find deals for business class flights from Detroit to Midway?
Yes. Cheapflights offers flight deals from Detroit 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 Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport (average of $160). Flying from Detroit Metropolitan Wayne County Airport 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

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Top 2 airlines flying from Detroit to Midway

Airline	Cheapest	Average	Flexibility	On-time
Southwest	Cheapest$108	Average$237	FlexibilityNo cancel fee	On-time63%
Delta	Cheapest$112	Average$270	FlexibilityNo cancel fee	On-timeN/A

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$49+ Cheap flights from Detroit Metropolitan Wayne County Airport (DTW) 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheap flight deals from Detroit to Midway

Round-trip from

One-way from

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Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Detroit to Midway

Cheapest flights from Detroit to MidwayExplore the most affordable flight options available from Detroit to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.

Explore the most affordable flight options available from Detroit to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport that are best for you.

The best insider tips for Detroit Metropolitan Wayne County Airport to Chicago Midway Airport flights

Cheapflights partnered with top experts to bring you the best recommendations for your Detroit Metropolitan Wayne County Airport to Chicago Midway Airport trip

Airports

DTW

MDW

Our travel experts

Best time to book a flight from Detroit to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Detroit with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

What is the cheapest time of day to fly from DTW to MDW?

Find hourly flight availability from Detroit 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 junio 12, 2025.

What is the cheapest day to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Detroit to Midway. Price data was last updated on June 8, 2025.

Weekly flight availability from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport

Explore weekly flight availability from Detroit 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 junio 12, 2025.

Rainfall in Midway by month

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

Temperature in Midway by month

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

Reviews of airlines servicing Midway

Read reviews from past customers who have flown Southwest, Delta and Frontier from Detroit to Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

What airport do you fly from for flights from Detroit to Chicago Midway?

What are the cheapest airlines flying from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport round-trip?

What are the cheapest airlines to fly from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport one-way?

What are the most reliable airlines from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

What are the cheapest flights from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

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

How can I find direct flights from Detroit to Midway?

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

What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Chicago Midway Airport?

Traveling to a place near Detroit Metropolitan Wayne County Airport?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Detroit to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Detroit to Midway

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Cheapest flights from Detroit to Midway
Explore the most affordable flight options available from Detroit to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.