S$59 Cheap Flights from Chicago to Detroit

View S$59 flight on Tue, 5 Aug, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Detroit Metropolitan Wayne County Airport (DTW)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 40% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago to Detroit (MDW-DTW)

Prices were available within the past 7 days and start at S$59 for one-way flights and S$117 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 5 Aug - Wed, 13 Aug
MDW
Chicago
DTW
Detroit
S$117 Return, found 1 day ago
S$117
Return
found 1 day ago
Select Delta flight, departing Tue, 5 Aug from Chicago to Detroit, returning Wed, 13 Aug, priced at S$117 found 1 day ago
Delta
Wed, 6 Aug - Sat, 9 Aug
MDW
Chicago
DTW
Detroit
S$122 Return, found 6 hours ago
S$122
Return
found 6 hours ago
Select Delta flight, departing Wed, 6 Aug from Chicago to Detroit, returning Sat, 9 Aug, priced at S$122 found 6 hours ago
Delta
Mon, 25 Aug - Mon, 1 Sep
MDW
Chicago
DTW
Detroit
S$125 Return, found 5 days ago
S$125
Return
found 5 days ago
Select Delta flight, departing Mon, 25 Aug from Chicago to Detroit, returning Mon, 1 Sep, priced at S$125 found 5 days ago
Delta
Wed, 6 Aug - Sat, 9 Aug
MDW
Chicago
DTW
Detroit
S$126 Return, found 6 hours ago
S$126
Return
found 6 hours ago
Select Delta flight, departing Wed, 6 Aug from Chicago to Detroit, returning Sat, 9 Aug, priced at S$126 found 6 hours ago
Delta
Tue, 5 Aug - Wed, 13 Aug
MDW
Chicago
DTW
Detroit
S$156 Return, found 1 day ago
S$156
Return
found 1 day ago
Select Delta flight, departing Tue, 5 Aug from Chicago to Detroit, returning Wed, 13 Aug, priced at S$156 found 1 day ago
Delta
Mon, 25 Aug - Mon, 1 Sep
MDW
Chicago
DTW
Detroit
S$160 Return, found 5 days ago
S$160
Return
found 5 days ago
Select Delta flight, departing Mon, 25 Aug from Chicago to Detroit, returning Mon, 1 Sep, priced at S$160 found 5 days ago
Delta
Fri, 29 Aug - Fri, 5 Sep
MDW
Chicago
DTW
Detroit
S$195 Return, found 1 day ago
S$195
Return
found 1 day ago
Select Delta flight, departing Fri, 29 Aug from Chicago to Detroit, returning Fri, 5 Sep, priced at S$195 found 1 day ago
Delta
Mon, 25 Aug - Mon, 1 Sep
MDW
Chicago
DTW
Detroit
S$215 Return, found 5 days ago
S$215
Return
found 5 days ago
Select Delta flight, departing Mon, 25 Aug from Chicago to Detroit, returning Mon, 1 Sep, priced at S$215 found 5 days ago
Delta
Sat, 2 Aug - Sat, 9 Aug
MDW
Chicago
DTW
Detroit
S$237 Return, found 2 days ago
S$237
Return
found 2 days ago
Select Delta flight, departing Sat, 2 Aug from Chicago to Detroit, returning Sat, 9 Aug, priced at S$237 found 2 days ago
Delta
Mon, 25 Aug - Mon, 1 Sep
MDW
Chicago
DTW
Detroit
S$250 Return, found 5 days ago
S$250
Return
found 5 days ago
Select Delta flight, departing Mon, 25 Aug from Chicago to Detroit, returning Mon, 1 Sep, priced at S$250 found 5 days ago

Find the cheapest month to fly from Chicago (MDW) to Detroit (DTW)

April is typically the cheapest month to fly

From S$115 - S$654 per traveller.

Graph displaying average flight prices per month

Chicago to Detroit route information
Origin airport
Midway Intl.
Destination airport
Detroit Metropolitan Wayne County
Airlines serving
Delta
Return price
S$117
Distance
363 km
Average flight time
2 hours 11 mins

Perfect flights from Chicago to Detroit

Your Journey from Chicago to Detroit

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Detroit caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta. Our selection of flights from Midway Intl. to Detroit Metropolitan Wayne County caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Chicago to Detroit Flights

Experience the joy of finding cheap flights from Midway Intl. to Detroit Metropolitan Wayne County that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$59 and roundtrip prices from S$117*.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to Detroit with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Detroit

Picture yourself stepping off the plane in Detroit and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Detroit Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Detroit.
 

Beyond the Flight – Exploring Detroit

With Expedia, your adventure extends beyond the flight. Explore Detroit at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Detroit with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Detroit with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from MDW to Detroit Metro Airport?
The lowest price advertised for a round-trip journey from Midway Airport to Metro Airport is S$117. But you better act fast. This figure is taken from fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Midway Intl. Airport (MDW) to Detroit Metropolitan Wayne County Airport (DTW)?
Most flights can be conveniently cancelled online, but whether or not you are charged a fee all comes down to your airline. If you do have to cancel your trip, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from Midway Airport to Metro Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for MDW to Detroit Metro Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Chicago Airport to Detroit Metro Airport?
A flight distance of just 370 kilometres separates Chicago and Detroit. Once you're up in the air, you won't have time to do much more than browse the magazine in your seat-back pocket.
Which airlines fly direct from Chicago Airport to Detroit Metro Airport?
There are several airlines that fly straight from Chicago Airport to Detroit Metropolitan Wayne County Airport (DTW). Southwest Airlines (WN) is a great choice, offering 117 flights on this route each month. You could also check out the fares on offer with Delta Air Lines (DL). This airline operates 78 monthly flights between Chicago and Detroit.
Are MDW to Detroit Metropolitan Wayne County Airport (DTW) flight tickets cheaper when they're purchased at the last minute?
Booking last minute from Midway Intl. Airport (MDW) to Detroit Metro Airport can be hit-or-miss. You may be able to score a great bargain, but then again, you could miss out altogether! If you'd rather play it safe and start your trip planning ahead of time, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines advertise their prices that far in advance. Our top tip? Check back often as prices are updated frequently.

Explore a world of travel with Expedia

Chicago Airports

Chicago

O'Hare Intl. to Detroit
S$116.80
*Available to Expedia members.