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$72+ Cheap flights from Midway (MDW) to Detroit (DTT)

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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DTT
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Midway to Detroit

Cheapest flights from Midway to Detroit
Explore the most affordable flight options available from Midway to Detroit. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Southwest deal was found by Cheapflights users on 12/17. 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 12/313:45 pmMDW - DTW
Nonstop1h 05mSouthwest
Thu 1/16:10 amDTW - MDW
Nonstop1h 30mSouthwest
Deal found 12/17$175
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:12 amMDW - DTW
1 stop10h 59mMultiple Airlines
Sun 1/45:10 amDTW - MDW
1 stop8h 51mMultiple Airlines
Deal found 12/16$252
This Frontier deal was found by Cheapflights users on 12/17. 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.
Wed 12/318:15 amMDW - DTW
1 stop8h 56mFrontier
Mon 1/52:55 pmDTW - MDW
1 stop8h 03mFrontier
Deal found 12/17$283
This Expedia deal was found by Cheapflights users on 12/16. 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.
Sun 12/216:00 amMDW - DTW
1 stop11h 09mFrontier
Mon 12/2212:15 pmDTW - MDW
1 stop10h 57mFrontier
Deal found 12/16$298
This Delta deal was found by Cheapflights users on 12/17. 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 12/319:29 amMDW - DTW
Nonstop1h 14mDelta
Mon 1/512:25 pmDTW - MDW
Nonstop1h 23mDelta
Deal found 12/17$299
This Southwest deal was found by Cheapflights users on 12/17. 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 12/313:45 pmMDW - DTW
Nonstop1h 05mSouthwest
Fri 1/26:10 amDTW - MDW
1 stop4h 55mSouthwest
Deal found 12/17$309
This Frontier deal was found by Cheapflights users on 12/15. 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.
Thu 12/256:12 amMDW - DTW
1 stop10h 57mFrontier
Tue 12/3012:20 pmDTW - MDW
1 stop8h 35mFrontier
Deal found 12/15$317
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Wed 12/318:15 amMDW - DTW
1 stop8h 56mMultiple Airlines
Thu 1/15:10 amDTW - MDW
1 stop8h 51mMultiple Airlines
Deal found 12/17$321

Find flight deals from Midway to Detroit

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Detroit (DTT). 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$153
(Delta)

One-way from

$72
(Kiwi.com)

Popular in

February

Cheapest in

May

Average price

$276

Good round-trip deal

$239 or less

Good one-way deal

$134 or less
Provider with most accurate pricing for Chicago Midway-Detroit (DTT) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Detroit (DTT) flights.
Search Deals
From Chicago Midway to Detroit (DTT)
Search Deals
One-way flight from Chicago Midway to Detroit (DTT)
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% 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 Chicago Midway to Detroit (DTT).
Search Deals
Price to beat on a one-way flight from Chicago Midway to Detroit (DTT).
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Detroit 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 December 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Detroit that are best for you.

Fly from

Midway

Fly to

Detroit

Route

Depart

Return

Price

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Tue 2/3

1:26 pm-3:33 pm

Nonstop1h 07m

Detroit Metropolitan Wayne County

Wed 3/4

12:25 pm-12:46 pm

Nonstop1h 21m

$153

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Wed 1/14

9:32 am-11:43 am

Nonstop1h 11m

Detroit Metropolitan Wayne County

Wed 1/21

8:25 am-8:52 am

Nonstop1h 27m

$153

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Wed 2/4

10:00 am-12:10 pm

Nonstop1h 10m

Detroit Metropolitan Wayne County

Wed 3/4

1:40 pm-1:55 pm

Nonstop1h 15m

$162

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Tue 1/13

1:25 pm-3:30 pm

Nonstop1h 05m

Detroit Metropolitan Wayne County

Tue 1/13

6:30 pm-6:45 pm

Nonstop1h 15m

$162

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Tue 2/17

9:34 am-11:43 am

Nonstop1h 09m

Detroit Metropolitan Wayne County

Thu 2/26

12:25 pm-12:46 pm

Nonstop1h 21m

$162

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Sat 1/24

1:26 pm-3:33 pm

Nonstop1h 07m

Detroit Metropolitan Wayne County

Tue 1/27

5:31 pm-5:55 pm

Nonstop1h 24m

$162

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 2/5

1:26 pm-3:33 pm

Nonstop1h 07m

Detroit Metropolitan Wayne County

Wed 3/4

5:15 pm-5:37 pm

Nonstop1h 22m

$162

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 2/5

9:33 am-11:44 am

Nonstop1h 11m

Detroit Metropolitan Wayne County

Tue 2/10

12:25 pm-12:46 pm

Nonstop1h 21m

$162

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 1/8

9:32 am-11:43 am

Nonstop1h 11m

Detroit Metropolitan Wayne County

Mon 1/12

12:25 pm-12:48 pm

Nonstop1h 23m

$171

ChicagoDetroit

MDW - DTW

MDWDTW

Chicago Midway

Thu 2/5

9:33 am-11:44 am

Nonstop1h 11m

Detroit Metropolitan Wayne County

Mon 3/2

12:25 pm-12:46 pm

Nonstop1h 21m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 20 results
1
2

Compare providers for flights from Midway to Detroit

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Detroit in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Detroit flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Detroit flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Detroit flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Detroit flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Detroit flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Detroit

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

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

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Detroit (average of $93). Flying from Chicago Midway Airport to Detroit in April is currently the most expensive (average of $673). 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 MDW to DTT?

Find hourly flight availability from Midway to Detroit. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s typically best to fly out from Chicago Midway Airport to Detroit in the evening. Doing so could potentially save you 73% on the flight price compared to flying at noon, which is usually more expensive.

How often are flights from Chicago to Detroit delayed?

About 12% of weekly flights between Chicago and Detroit have experienced delays in the past year, with the average delay time being 111 minutes.

What is the most punctual flight time for Chicago to Detroit flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Detroit flights?

Over the last year, Southwest have had the lowest number of delays on this route, with just 12% of flights being delayed.

Related info for your journey

Find useful and relevant information for your journey from Midway to Detroit. 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 into for flights to Detroit from Chicago Midway?

    If you book a flight to Detroit from Chicago Midway, you will be flying to All airports, which is the city’s only airport. Detroit All airports (DTT) is located 0.6 mi from the center of Detroit. There are 5 flights from Chicago Midway to All airports per day from 2 different airlines.

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

    There are many flights that can get you from Chicago Midway Airport to Detroit in 1h 07m. Fly via Delta or Southwest to get the fastest option. Chicago Midway Airport and Detroit are separated by a distance of 227 mi. All flights are typically nonstop.

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

    Currently priced at $97, Southwest will fly you from Chicago Midway Airport to Detroit and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Delta for as low as $137.

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

    The top 3 most reliable airlines when flying from Chicago Midway Airport to Detroit are SkyWest Airlines (96%), Air France (92%) and KLM (86%).

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

    Looking at all options, your cheapest flight can be booked for $58. While the most popular route (Chicago Midway - Detroit Metropolitan Wayne County) can be booked for $153 on average, our data indicates $399 when flying from Chicago Midway Airport to Detroit.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Detroit (average of $93). Flying from Chicago Midway Airport to Detroit in April is currently the most expensive (average of $673). 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 Detroit?

Book flights to Detroit if you plan to visit one of these locations
Roseville
Port Huron

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Top 2 airlines flying from Midway to Detroit

Discover the top 2 airlines that operate flights from Midway to Detroit. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$257FlexibilityNo cancel feeOn-time63%
DeltaCheapest$137Average$256FlexibilityNo cancel feeOn-timeN/A

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