฿1,915 Cheap Flights from Detroit (DTW) to Chicago (MDW)

View ฿1,915 flight on Mon, 29 Sep 2025Opens in a new window

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

  • 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 Detroit (DTW) to Chicago (MDW)

Prices were available within the past 7 days and start at ฿1,915 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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

August is typically the cheapest month to fly

From ฿2,473 - ฿11,668 per traveller.

Graph displaying average flight prices per month

0
Flight from Detroit to Chicago route information
Origin airport
Detroit Metropolitan Wayne County
Destination airport
Midway Intl.
Distance
363 km

Perfect flights from Detroit to Chicago

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Detroit to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of Chicago, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible Detroit Metropolitan Wayne County to Midway Intl. ticket options cater to your travel preferences, with incredible one-way fares from ฿1,915 and roundtrip prices . Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Midway Intl. and explore Chicago and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your DTW to MDW travel arrangements today and embark on the journey of a lifetime in Chicago.

Frequently asked questions

How much is a flight from DTW to Midway Airport?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price available for a round-trip journey between DTW and Midway Airport was . Fares this cheap don't hang around forever, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from DTW to Midway Intl. Airport (MDW)?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from DTW to Chicago 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 Detroit Metropolitan Wayne County Airport (DTW) to MDW flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Detroit Metropolitan Wayne County Airport (DTW) to Chicago Airport?
With a flight distance of 370 kilometres, it's only a hop from Metro Airport to MDW. It might be a quick flight, but it's still worth bringing along something to keep you entertained on board.
Which airlines fly direct from Detroit Metropolitan Wayne County Airport (DTW) to Midway Airport?
Southwest Airlines (WN) is the preferred choice for many travellers. It offers 121 flights between Metro Airport and Midway Intl. Airport (MDW) each month. You could also have a look at the fares available with Delta Air Lines (DL). This carrier operates 78 flights every month between Detroit and Chicago.
Are DTW to Midway Airport flight tickets cheaper when they're purchased at the last minute?
Booking last minute from DTW to Chicago Airport can be hit-or-miss. You may be able to find a bargain, but then again, you could miss out entirely! If you'd rather start your trip planning early, Expedia compares flight deals up to a year in advance. Just remember that not all airlines advertise their prices that far in advance. Our advice? Check back often as prices are updated regularly.

Explore a world of travel with Expedia

*Available to Expedia members.