S$59 Cheap Flights from Detroit to Chicago

View S$59 flight on Wed, 20 Aug, 2025Opens in a new window

Popular airlines from Detroit Metropolitan Wayne County Airport (DTW) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Detroit to Chicago (DTW-ORD)

Prices were available within the past 7 days and start at S$59 for one-way flights and S$156 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, 13 Aug - Wed, 20 Aug
DTW
Detroit
ORD
Chicago
S$156 Return, found 1 day ago
S$156
Return
found 1 day ago
Select United flight, departing Wed, 13 Aug from Detroit to Chicago, returning Wed, 20 Aug, priced at S$156 found 1 day ago
Delta
Wed, 13 Aug - Wed, 20 Aug
DTW
Detroit
ORD
Chicago
S$172 Return, found 1 day ago
S$172
Return
found 1 day ago
Select Delta flight, departing Wed, 13 Aug from Detroit to Chicago, returning Wed, 20 Aug, priced at S$172 found 1 day ago
United
Wed, 13 Aug - Wed, 20 Aug
DTW
Detroit
ORD
Chicago
S$195 Return, found 1 day ago
S$195
Return
found 1 day ago
Select United flight, departing Wed, 13 Aug from Detroit to Chicago, returning Wed, 20 Aug, priced at S$195 found 1 day ago
Delta
Wed, 13 Aug - Wed, 20 Aug
DTW
Detroit
ORD
Chicago
S$211 Return, found 1 day ago
S$211
Return
found 1 day ago
Select Delta flight, departing Wed, 13 Aug from Detroit to Chicago, returning Wed, 20 Aug, priced at S$211 found 1 day ago
United
Wed, 13 Aug - Wed, 20 Aug
DTW
Detroit
ORD
Chicago
S$224 Return, found 1 day ago
S$224
Return
found 1 day ago
Select United flight, departing Wed, 13 Aug from Detroit to Chicago, returning Wed, 20 Aug, priced at S$224 found 1 day ago
United
Sun, 10 Aug - Sun, 17 Aug
DTW
Detroit
ORD
Chicago
S$233 Return, found 4 days ago
S$233
Return
found 4 days ago
Select United flight, departing Sun, 10 Aug from Detroit to Chicago, returning Sun, 17 Aug, priced at S$233 found 4 days ago
American Airlines
Wed, 13 Aug - Wed, 20 Aug
DTW
Detroit
ORD
Chicago
S$245 Return, found 1 day ago
S$245
Return
found 1 day ago
Select American Airlines flight, departing Wed, 13 Aug from Detroit to Chicago, returning Wed, 20 Aug, priced at S$245 found 1 day ago
Delta
Wed, 13 Aug - Wed, 20 Aug
DTW
Detroit
ORD
Chicago
S$249 Return, found 1 day ago
S$249
Return
found 1 day ago
Select Delta flight, departing Wed, 13 Aug from Detroit to Chicago, returning Wed, 20 Aug, priced at S$249 found 1 day ago
Delta
Wed, 13 Aug - Wed, 20 Aug
DTW
Detroit
ORD
Chicago
S$258 Return, found 1 day ago
S$258
Return
found 1 day ago
Select Delta flight, departing Wed, 13 Aug from Detroit to Chicago, returning Wed, 20 Aug, priced at S$258 found 1 day ago
United
Wed, 13 Aug - Wed, 20 Aug
DTW
Detroit
ORD
Chicago
S$261 Return, found 1 day ago
S$261
Return
found 1 day ago
Select United flight, departing Wed, 13 Aug from Detroit to Chicago, returning Wed, 20 Aug, priced at S$261 found 1 day ago

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

September is typically the cheapest month to fly

From S$54 - S$193 per traveller.

Graph displaying average flight prices per month

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Detroit to Chicago route information
Origin airport
Detroit Metropolitan Wayne County
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$117
Distance
374 km

Flights from Detroit to Chicago

There are several airlines that operate frequent flights from Detroit (DTW) to Chicago (ORD) including

The earliest flight leaves Detroit Metropolitan Wayne County Airport at 06:00 and arrives at O'Hare Intl. Airport at 06:22. The last flight of the day departs Detroit at 22:10 and arrives at Chicago at 22:31.

The flight distance from Detroit to Chicago is about 378 km, the shortest flight is 01 hours 16 minutes with United Airlines."

Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Detroit Chicago flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Detroit to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Detroit to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from Detroit Metropolitan Wayne County Airport (DTW) to O'Hare Intl. Airport (ORD)?
Based on fares advertised within the last 7 days on Expedia for flights departing within the next year, round-trip flights between DTW and ORD start from S$156. Make your booking today to score the best price for your exciting adventure. 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 ORD?
This can differ from airline to airline, as each one has its own set of terms and conditions. Head to the Customer Service Portal, where you'll find simple instructions on how to cancel your flight online.
How do I find cheap flights from Detroit Metro Airport to ORD 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 Metro Airport to O'Hare Intl. Airport (ORD) 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 O'Hare Intl. Airport (ORD)?
The distance from DTW (DTW) to ORD (ORD) is only 380 kilometres. You'll be stepping off the plane and grabbing your baggage from the carousel before you know it.
Which airlines fly direct from DTW to O'Hare Airport?
United Airlines (UA) is one of the top choices for travellers jetting between Detroit Metropolitan Wayne County Airport (DTW) and ORD. Select from the 182 flights it operates on this route each month. Another airline servicing this route is Delta Air Lines (DL). You'll have 156 flights every month to take your pick of.
Are Detroit Metro Airport to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
It is possible to score a fantastic last-minute deal from Detroit Metropolitan Wayne County Airport (DTW) to ORD, but it can also be hit-or-miss. As many airlines release seats up to 12 months in advance, it's worthwhile keeping an eye on fares early and being ready to book when you spot a bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can rest assured you're always getting the latest offers.

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