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Flights from Detroit, MI (DTT-All Airports) to Chicago, IL (CHI-All Airports)
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United States of America
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Popular airlines from Detroit to Chicago

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American Airlines
United
Frontier Airlines
JetBlue Airways
Southwest Airlines
Alaska Airlines

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Cheap Flights from Detroit to Chicago (DTT-CHI)

Prices were available within the past 7 days and start at CA $139 for one-way flights and CA $278 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Mon, Nov 9 - Wed, Nov 11

DTW

Detroit

MDW

Chicago

CA $278

Roundtrip

Found 3 days ago

Select Delta flight, departing Mon, Nov 9 from Detroit to Chicago, returning Wed, Nov 11, priced at CA $278 Found 3 days ago

Thu, Oct 22 - Mon, Oct 26

DTW

Detroit

MDW

Chicago

CA $279

Roundtrip

Found 1 day ago

Select Delta flight, departing Thu, Oct 22 from Detroit to Chicago, returning Mon, Oct 26, priced at CA $279 Found 1 day ago

Wed, Nov 11 - Sat, Nov 14

DTW

Detroit

MDW

Chicago

CA $292

Roundtrip

Found 3 days ago

Select Southwest Airlines flight, departing Wed, Nov 11 from Detroit to Chicago, returning Sat, Nov 14, priced at CA $292 Found 3 days ago

Mon, Dec 21 - Tue, Dec 29

DTW

Detroit

MDW

Chicago

CA $294

Roundtrip

Found 1 day ago

Select Southwest Airlines flight, departing Mon, Dec 21 from Detroit to Chicago, returning Tue, Dec 29, priced at CA $294 Found 1 day ago

Tue, Nov 10 - Thu, Nov 12

DTW

Detroit

MDW

Chicago

CA $306

Roundtrip

Found 2 days ago

Select Southwest Airlines flight, departing Tue, Nov 10 from Detroit to Chicago, returning Thu, Nov 12, priced at CA $306 Found 2 days ago

Mon, Dec 21 - Tue, Dec 29

DTW

Detroit

MDW

Chicago

CA $307

Roundtrip

Found 1 day ago

Select Southwest Airlines flight, departing Mon, Dec 21 from Detroit to Chicago, returning Tue, Dec 29, priced at CA $307 Found 1 day ago

Tue, Jan 12 - Fri, Jan 15

DTW

Detroit

MDW

Chicago

CA $313

Roundtrip

Found 2 days ago

Select Delta flight, departing Tue, Jan 12 from Detroit to Chicago, returning Fri, Jan 15, priced at CA $313 Found 2 days ago

Wed, Dec 23 - Tue, Dec 29

DTW

Detroit

ORD

Chicago

CA $420

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Wed, Dec 23 from Detroit to Chicago, returning Tue, Dec 29, priced at CA $420 Found 1 day ago

Sun, Nov 8 - Sun, Nov 22

DTW

Detroit

ORD

Chicago

CA $561

Roundtrip

Found 4 hours ago

Select United flight, departing Sun, Nov 8 from Detroit to Chicago, returning Sun, Nov 22, priced at CA $561 Found 4 hours ago

Tue, Oct 27 - Thu, Oct 29

DTW

Detroit

ORD

Chicago

CA $757

Roundtrip

Found 4 days ago

Select JetBlue Airways flight, departing Tue, Oct 27 from Detroit to Chicago, returning Thu, Oct 29, priced at CA $757 Found 4 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city centre is 23 minutes. Flights from CA $689

ORD

O'Hare Intl.

23 min

Flights from CA $689

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city centre is 16 minutes. Flights from CA $688

MDW

Midway Intl.

CheapestClosest

16 min

Flights from CA $688

Find the cheapest month to fly from Detroit (DTT) to Chicago (CHI)

April is typically the cheapest month to fly

From CA $157 - CA $362 per traveller.

Travel information

Origin airport	Detroit, MI
Destination airport	Chicago, IL
Distance	390 km away
Roundtrip price	CA $278

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CA $139 Cheap Flights from Detroit (DTT) to Chicago (CHI)

Popular airlines from Detroit to Chicago

Be in the know

Book smarter

Earn twice

Cheap Flights from Detroit to Chicago (DTT-CHI)

Alternative airports near Chicago

Find the cheapest month to fly from Detroit (DTT) to Chicago (CHI)

April is typically the cheapest month to flyApril is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

April is typically the cheapest month to fly