S$166 Cheap Flights from Detroit to Chicago

View S$166 flight on Wed, 27 May, 2026Opens 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$166 for one-way flights and S$356 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$356 Return, found 4 days ago
S$356
Return
found 4 days ago
Select Delta flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$356 found 4 days ago
Delta
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$395 Return, found 4 days ago
S$395
Return
found 4 days ago
Select Delta flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$395 found 4 days ago
American Airlines
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$408 Return, found 4 days ago
S$408
Return
found 4 days ago
Select American Airlines flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$408 found 4 days ago
Delta
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$408 Return, found 4 days ago
S$408
Return
found 4 days ago
Select Delta flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$408 found 4 days ago
American Airlines
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$421 Return, found 4 days ago
S$421
Return
found 4 days ago
Select American Airlines flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$421 found 4 days ago
United
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$434 Return, found 4 days ago
S$434
Return
found 4 days ago
Select United flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$434 found 4 days ago
American Airlines
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$434 Return, found 4 days ago
S$434
Return
found 4 days ago
Select American Airlines flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$434 found 4 days ago
American Airlines
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$446 Return, found 4 days ago
S$446
Return
found 4 days ago
Select American Airlines flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$446 found 4 days ago
Delta
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$447 Return, found 4 days ago
S$447
Return
found 4 days ago
Select Delta flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$447 found 4 days ago
Delta
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$453 Return, found 4 days ago
S$453
Return
found 4 days ago
Select Delta flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$453 found 4 days ago
American Airlines
Wed, 27 May - Mon, 1 Jun
DTW
Detroit
ORD
Chicago
S$459 Return, found 4 days ago
S$459
Return
found 4 days ago
Select American Airlines flight, departing Wed, 27 May from Detroit to Chicago, returning Mon, 1 Jun, priced at S$459 found 4 days ago

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

October is typically the cheapest month to fly

From S$100 - S$180 per traveller.

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$356. 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.

Travel information

0
Origin airport
Detroit Metropolitan Wayne County
Destination airport
O'Hare Intl.
Return price
S$356
Distance
374 km

Book with confidence

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!

Flights from Detroit to Chicago

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