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Cheap flights from Detroit to Chicago from C$ 131

DTT — CHI
6 Oct — 13 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Detroit to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Detroit to Chicago

Fri 9/1012:57 p.m. -
1 stop7h 05m
Sat 10/107:40 a.m. -
1 stop11h 00m
Deal found 1/9C$ 295
Thu 24/98:05 p.m. -
Nonstop1h 25m
Mon 28/97:05 a.m. -
Nonstop1h 25m
Deal found 3/9C$ 300
Fri 9/107:30 a.m. -
Nonstop1h 28m
Sat 10/107:45 p.m. -
Nonstop1h 30m
Deal found 2/9C$ 322
Fri 9/108:54 p.m. -
Nonstop1h 36m
Sat 10/106:54 a.m. -
Nonstop1h 31m
Deal found 1/9C$ 324
Thu 17/125:56 p.m. -
Nonstop1h 30m
Tue 29/127:00 a.m. -
Nonstop1h 30m
Deal found 3/9C$ 328
Mon 28/98:05 p.m. -
Nonstop1h 25m
Thu 1/108:55 a.m. -
Nonstop1h 26m
Deal found 2/9C$ 338
Fri 2/1010:25 a.m. -
Nonstop1h 29m
Fri 9/108:50 a.m. -
Nonstop1h 34m
Deal found 3/9C$ 344
Fri 9/107:56 p.m. -
Nonstop1h 34m
Mon 12/107:30 p.m. -
Nonstop1h 32m
Deal found 4/9C$ 350
Tue 29/128:15 p.m. -
Nonstop1h 31m
Wed 30/126:10 p.m. -
Nonstop1h 35m
Deal found 3/9C$ 361
Tue 3/117:56 p.m. -
Nonstop1h 34m
Thu 5/118:29 a.m. -
Nonstop1h 23m
Deal found 3/9C$ 362
Fri 25/128:15 p.m. -
Nonstop1h 31m
Wed 30/121:26 p.m. -
Nonstop1h 28m
Deal found 3/9C$ 383

Find flight deals from Detroit to Chicago

Round-trip from

C$ 295

One-way from

C$ 131

Popular in

June

Cheapest in

January

Average price

C$ 307

Good round-trip deal

C$ 536 or less

Good one-way deal

C$ 333 or less
Frontier
  • Frontier
  • 9/10-10/10
  • 2 total stops
  • 18h 05m total
  • Detroit to Chicago
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Frontier
  • Frontier
  • 18/10-31/12
  • 1 total stop
  • 11h 32m total
  • Detroit to Chicago
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Highest demand for flights based on searches. 17% potential increase in price (C$ 106 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease (C$ 27 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Price to beat on a round-trip flight from Detroit (DTT) to Chicago (CHI).
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Price to beat on a one-way flight from Detroit (DTT) to Chicago (CHI).
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Detroit to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Wed 7/10

7:10 a.m.-7:41 a.m.

Nonstop1h 31m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 151

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Thu 24/9

5:30 a.m.-5:59 a.m.

Nonstop1h 29m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 151

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Sat 31/10

7:56 p.m.-8:30 p.m.

Nonstop1h 34m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 151

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Tue 16/2

12:35 p.m.-1:12 p.m.

Nonstop1h 37m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 151

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Mon 1/3

4:15 p.m.-4:57 p.m.

Nonstop1h 42m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 151

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Sat 30/1

2:04 p.m.-2:46 p.m.

Nonstop1h 42m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 151

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Mon 26/10

2:09 p.m.-2:48 p.m.

Nonstop1h 39m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 151
Quickest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Wed 30/9

7:35 a.m.-7:56 a.m.

Nonstop1h 21m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 165

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Wed 3/3

8:10 p.m.-8:37 p.m.

Nonstop1h 27m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 165

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Fri 30/10

4:10 p.m.-4:50 p.m.

Nonstop1h 40m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 173

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/9

Showing 1-10 of 24 resultsSorted by cheapest first
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Best time to book a flight from Detroit to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Detroit with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Detroit to Chicago

What is the cheapest month to book a flight from Detroit to Chicago?

Currently, October is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 327). Flying from Detroit to Chicago in July is currently the most expensive (average of C$ 562). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from DTT to CHI?

One of the essential ways to save on airfare from Detroit to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 18% on airfare.

Weekly flight availability from Detroit to Chicago

The most flights from DTT to CHI are scheduled on a Saturday (99 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).

How much does it cost to fly round-trip from Detroit to Chicago?

Airfare is typical for this route at the moment.
Detroit to Chicago flights typically cost between C$ 288 and C$ 556 in October.
The cheapest round-trip price found within the last 5 days was C$ 295 on Frontier (9 Oct-10 Oct).

How far ahead should I book a flight from Detroit to Chicago?

The price you pay for your flight from Detroit to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 72 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Detroit to Chicago?

Travelers seeking maximum savings on their Detroit to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

  • What airport do you fly from for flights from Detroit to Chicago?

    Most people fly from Detroit All airports (DTT) if they book a flight from Detroit to Chicago. On average, All airports has 64 outbound flights to Chicago per day from 0 airlines. Detroit All airports is conveniently located just 0.9 km from Detroit’s city centre.

  • How long is the flight from Detroit to Chicago?

    A quick flight from Detroit to Chicago can take about 1h 27m. Delta provides one of the quickest options available for as low as C$ 300. The distance between Detroit and Chicago is about 377 km. Most flights are nonstop.

  • What are the most reliable airlines from Detroit to Chicago?

    Before booking your flight to Chicago from Detroit, check out the most reliable airlines to get you to your destination on time: Republic Airways (85%), SWISS (82%), Finnair( 80%).

  • What are the cheapest flights from Detroit to Chicago?

    While on average a flight from Detroit to Chicago is generally C$ 899, our data shows the cheapest flight currently is C$ 198. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay C$ 477 for that flight.

  • Can I find deals for flights from Detroit to Chicago that include hotel bookings?

    Yes. In addition to deals on Detroit to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Detroit to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Detroit to Chicago.

  • Can I find deals for business class flights from Detroit to Chicago?

    Yes. Cheapflights offers flight deals from Detroit to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Detroit to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 327). Flying from Detroit to Chicago in July is currently the most expensive (average of C$ 562). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Detroit to Chicago

Detroit to O'Hare Intl flights

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