Flights from Detroit (DTW) to Chicago (MDW)

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Detroit to Chicago Flight Information

Find the Cheapest Flights from Detroit (DTW) to Chicago (MDW)

Work hard, travel harder! Wotif brings you the cheapest Detroit to Chicago flights, making it possible to have a five star holiday without that five star price tag. Browse and compare our top DTW to MDW routes and airport options. So, go ahead and treat yourself, your sweetheart, or the kids to an unforgettable holiday this year.

to Information

Traveling From
Detroit Metropolitan Wayne County
Origin Airport
Origin Airport IATA Code
DTW
Traveling To
Midway Intl.
Destination Airport
Destination Airport IATA Code
MDW
Number of Airlines Serving
Average Flight Time
hours mins
Direct Flight Time
hours mins
Flight Price
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time zone:
America/Chicago
Address:
1 Detroit Metro Airport
Detroit MI, 48242
United States
IATA code:
DTW
Longitude:
-83.356048
Latitude:
42.207808
Time zone:
America/New_York

Detroit to Chicago Flight Deals from

Considering a quick trip to Chicago, but not sure which is the best route for you? Well, you’re in luck! Wotif has done the hard work, so all you need to do is check out these flights from DTW to MDW. With heaps of cheap fares from Detroit, we guarantee you’ll be arriving to your holiday destination in style without emptying your bank account in the process.

It’s easy to book flights to Chicago from Detroit  

For a huge choice of flights, simply enter your travel dates and hit search and we’ll hunt out fantastic deals on one-way, return and multi-city airfares to Chicago from Detroit from different airlines. If you click the ‘direct flights’ box, you see flights that’ll get you to Chicago in just hour(s) and mins, too.   

Snap up great deals on flights to Chicago from Detroit 

Choose from flights a day on average, with prices starting at and rising to depending on the cabin class, travel dates, and airline carrier. And if you’re up for a last-minute getaway, you can get great deals on flights from Detroit to Chicago today!  

Find cheap airfares to Chicago from Detroit 

Here are our insider tips for bagging a flight bargain: 

  • Look for midweek flights and late night, early morning arrival and departure times
  • Check out other airports near Detroit and Chicago
  • Avoid peak season (prices tend to be lower in )
  • Be flexible with your travel dates and you can usually get cheaper options  

Reasons to book your flights to Chicago from Detroit with Wotif

Wotif is a super-easy way to find the best flight for you to Chicago. Get more bang for your buck on flight and hotel or car rental combos and download the free Wotif app to tap into exclusive deals. Book now with Wotif and have a great flight!

 

Great places to stay after flight from Detroit to Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is AU$232 per night from 14 Feb to 15 Feb
AU$232
14 Feb - 15 Feb
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very Good! (9,816 reviews)
The Congress is my favorite place to stay in Chicago. The location is perfect an Steve the doorman makes everyone feel like a VIP. The architecture is beautiful, dating back to the time of the Chicago Exposition. It is easy to walk to most of the attractions that you came to Chicago to see from the ...

Reviewed on 22 Jan 2026

Congress Plaza Hotel
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 out of 5
105 N MAY STREET Chicago IL
The price is AU$245 per night from 31 Jan to 1 Feb
AU$245
31 Jan - 1 Feb
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,170 reviews)
We loved our stay at the Hyatt House! Within walking distance to multiple restaurants, close to the United Center. Uber/Lyft was easily accessible as well as the L. Comfortable, clean rooms and reasonably priced!

Reviewed on 21 Jan 2026

Hyatt House Chicago West Loop
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
The price is AU$161 per night from 1 Feb to 2 Feb
AU$161
1 Feb - 2 Feb
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the helpful staff in their reviews. ...
8.8/10 Excellent! (1,907 reviews)
Great room and staff at front desk.

Reviewed on 20 Jan 2026

Crowne Plaza Chicago West Loop by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More Destinations

^Savings based on all package bookings made with Flight + Hotel on Wotif.com from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.