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Cheap flights from Detroit to Chicago from C$ 159

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
22 Aug — 29 Aug1
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
Explore the most affordable flight options available from Detroit to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 23 July 2026.

Mon 21/96:00 a.m.
DTW
-
ORD
1 stop6h 47m
JetBlue
Sat 3/106:30 a.m.
ORD
-
DTW
1 stop9h 02m
JetBlue
Deal found 21/7C$ 297
Thu 20/810:24 a.m.
DTW
-
ORD
Nonstop1h 36m
American Airlines
Thu 27/85:47 p.m.
ORD
-
DTW
Nonstop1h 33m
American Airlines
Deal found 22/7C$ 304
Sat 5/92:10 p.m.
DTW
-
ORD
Nonstop1h 40m
United Airlines
Mon 7/99:33 p.m.
ORD
-
DTW
Nonstop1h 26m
United Airlines
Deal found 22/7C$ 306
Wed 9/96:00 a.m.
DTW
-
ORD
1 stop6h 47m
JetBlue
Thu 10/99:38 a.m.
ORD
-
DTW
1 stop7h 14m
JetBlue
Deal found 19/7C$ 310
Fri 4/91:01 p.m.
DTW
-
ORD
Nonstop1h 34m
American Airlines
Mon 7/96:59 a.m.
ORD
-
DTW
Nonstop1h 30m
American Airlines
Deal found 21/7C$ 311
Thu 27/87:25 a.m.
DTW
-
ORD
Nonstop1h 31m
Delta
Fri 28/86:59 a.m.
ORD
-
DTW
Nonstop1h 24m
Delta
Deal found 22/7C$ 313
Wed 12/812:40 p.m.
DTW
-
ORD
Nonstop1h 28m
Delta
Wed 12/85:20 p.m.
ORD
-
DTW
Nonstop1h 32m
Delta
Deal found 22/7C$ 320
Sat 5/97:58 p.m.
DTW
-
ORD
Nonstop1h 32m
Delta
Tue 8/95:10 p.m.
ORD
-
DTW
Nonstop1h 30m
Delta
Deal found 19/7C$ 321
Sat 5/97:30 a.m.
DTW
-
ORD
1 stop6h 24m
JetBlue
Tue 8/910:56 a.m.
ORD
-
DTW
1 stop5h 52m
JetBlue
Deal found 19/7C$ 323
Tue 18/812:40 p.m.
DTW
-
ORD
Nonstop1h 28m
Delta
Tue 25/811:22 a.m.
ORD
-
DTW
Nonstop1h 31m
Delta
Deal found 19/7C$ 337
Mon 17/89:03 p.m.
DTW
-
ORD
Nonstop1h 38m
American Airlines
Mon 24/86:59 a.m.
ORD
-
DTW
Nonstop1h 30m
American Airlines
Deal found 20/7C$ 338
Fri 4/98:46 p.m.
DTW
-
ORD
1 stop12h 07m
Frontier
Mon 7/99:10 p.m.
ORD
-
DTW
1 stop10h 44m
Frontier
Deal found 21/7C$ 340

Find flight deals from Detroit to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTT) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 23 July 2026.

Round-trip from

C$ 297

One-way from

C$ 159

Popular in

June

Cheapest in

September

Average price

C$ 441

Good round-trip deal

C$ 477 or less

Good one-way deal

C$ 182 or less
JetBlue
  • JetBlue
  • 21/9-3/10
  • 2 total stops
  • 15h 49m total
  • Detroit to Chicago
Search Deals
United Airlines
  • United Airlines
  • 1/12
  • Nonstop
  • 1h 21m total
  • Detroit to Chicago
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 131 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Detroit (DTT) to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Detroit (DTT) to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Detroit to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 July 2026.
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 - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 10/9

5:30 p.m.-10:06 p.m.

1 stop5h 36m

Chicago O'Hare Intl

Mon 14/9

6:30 a.m.-4:32 p.m.

1 stop9h 02m

C$ 297

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 21/9

5:30 p.m.-10:06 p.m.

1 stop5h 36m

Chicago O'Hare Intl

Sat 3/10

6:30 a.m.-4:32 p.m.

1 stop9h 02m

C$ 297

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 29/9

6:00 a.m.-11:47 a.m.

1 stop6h 47m

Chicago O'Hare Intl

Mon 5/10

6:30 a.m.-4:32 p.m.

1 stop9h 02m

C$ 297

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 23/9

7:34 a.m.-7:59 a.m.

Nonstop1h 25m

Chicago O'Hare Intl

Sat 26/9

10:30 a.m.-1:04 p.m.

Nonstop1h 34m

C$ 306

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 10/9

10:30 a.m.-10:59 a.m.

Nonstop1h 29m

Chicago O'Hare Intl

Mon 14/9

6:59 a.m.-9:38 a.m.

Nonstop1h 39m

C$ 306
Quickest round-trip

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 26/8

7:25 a.m.-7:56 a.m.

Nonstop1h 31m

Chicago O'Hare Intl

Fri 28/8

6:59 a.m.-9:23 a.m.

Nonstop1h 24m

C$ 313

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 17/9

8:05 p.m.-8:30 p.m.

Nonstop1h 25m

Chicago O'Hare Intl

Sun 20/9

7:30 p.m.-10:01 p.m.

Nonstop1h 31m

C$ 313

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 1/9

7:58 p.m.-8:30 p.m.

Nonstop1h 32m

Chicago O'Hare Intl

Tue 8/9

1:55 p.m.-4:21 p.m.

Nonstop1h 26m

C$ 337

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 15/8

2:10 p.m.-2:50 p.m.

Nonstop1h 40m

Chicago O'Hare Intl

Sat 22/8

6:59 a.m.-9:38 a.m.

Nonstop1h 39m

C$ 337

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 23/9

3:50 p.m.-4:13 p.m.

Nonstop1h 23m

Chicago O'Hare Intl

Sat 26/9

11:17 a.m.-1:49 p.m.

Nonstop1h 32m

C$ 337

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/7

Showing 1-10 of 23 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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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, September is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 264). Flying from Detroit to Chicago in June is currently the most expensive (average of C$ 530). 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?

Find hourly flight availability from Detroit to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 23 July 2026.

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 21% on airfare.

Weekly flight availability from Detroit to Chicago

Explore weekly flight availability from Detroit to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 23 July 2026.

The most flights from DTT to CHI are scheduled on a Tuesday (107 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).

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

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 85 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?

Use this chart to determine the cheapest time to fly round-trip from Detroit to Chicago. Price data was last updated on 18 July 2026.

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.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 23 July 2026.
Read through reviews of airlines operating flights from Detroit to Chicago, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews
Check prices

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews
Check prices

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

Find useful and relevant information for your journey from Detroit to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 86 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 25m. JetBlue provides one of the quickest options available for as low as C$ 306. The distance between Detroit and Chicago is about 377 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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: ITA Airways (87%), Japan Airlines (87%), British Airways( 84%).

  • What are the cheapest flights from Detroit to Chicago?

    While on average a flight from Detroit to Chicago is generally C$ 951, our data shows the cheapest flight currently is C$ 231. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay C$ 320 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, September is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 264). Flying from Detroit to Chicago in June is currently the most expensive (average of C$ 530). 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

See prices for flight routes from nearby airports that may be better suited for you.
Detroit to O'Hare Intl flights

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Millions of users choose and trust Cheapflights to book the best flight deals from Detroit to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Detroit to Chicago with no change fees?

Yes, we can. To see specific flights from Detroit to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Detroit to Chicago become cheaper?

Yes! Start tracking prices for Detroit to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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