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Cheap flights from Detroit to Chicago from C$ 141

DTT — CHI
23 Nov — 30 Nov1
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

Thu 12/115:00 a.m. -
1 stop4h 40m
Sun 15/115:05 a.m. -
1 stop4h 55m
Deal found 20/10C$ 312
Sat 14/117:45 p.m. -
Nonstop1h 32m
Mon 16/112:44 p.m. -
Nonstop1h 22m
Deal found 24/10C$ 315
Sat 14/115:40 p.m. -
Nonstop1h 24m
Mon 16/116:44 p.m. -
Nonstop1h 16m
Deal found 24/10C$ 315
Tue 10/115:30 a.m. -
1 stop4h 30m
Wed 11/111:15 p.m. -
2 stops7h 55m
Deal found 23/10C$ 316
Tue 17/117:37 p.m. -
1 stop16h 45m
Thu 19/116:08 a.m. -
2 stops13h 04m
Deal found 20/10C$ 318
Mon 9/118:15 p.m. -
1 stop3h 30m
Fri 13/1111:10 a.m. -
1 stop10h 15m
Deal found 22/10C$ 319
Mon 16/113:50 p.m. -
Nonstop1h 28m
Thu 3/127:15 p.m. -
Nonstop1h 40m
Deal found 19/10C$ 323
Fri 20/118:20 a.m. -
Nonstop1h 25m
Sun 22/117:55 a.m. -
Nonstop1h 15m
Deal found 22/10C$ 323
Sat 31/106:25 a.m. -
1 stop12h 22m
Tue 10/1112:27 p.m. -
1 stop19h 52m
Deal found 20/10C$ 326
Sat 14/119:05 a.m. -
Nonstop1h 20m
Mon 16/1112:45 p.m. -
1 stop4h 15m
Deal found 24/10C$ 329
Tue 17/1110:07 a.m. -
2 stops15h 14m
Thu 19/117:31 a.m. -
2 stops11h 41m
Deal found 20/10C$ 330
Tue 1/126:55 a.m. -
1 stop6h 10m
Tue 1/121:15 p.m. -
2 stops7h 55m
Deal found 21/10C$ 330

Find flight deals from Detroit to Chicago

Round-trip from

C$ 312

One-way from

C$ 141

Popular in

June

Cheapest in

January

Average price

C$ 581

Good round-trip deal

C$ 549 or less

Good one-way deal

C$ 306 or less
Southwest
  • Southwest
  • 12/11-15/11
  • 2 total stops
  • 9h 35m total
  • Detroit to Chicago
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American Airlines
  • American Airlines
  • 1/12-31/12
  • Nonstop
  • 1h 37m total
  • Detroit to Chicago
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Highest demand for flights based on searches. 6% potential increase in price (C$ 44 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 19 potential savings vs. average RT price).
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Average for round-trip flights in October 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 17/2

8:25 a.m.-8:58 a.m.

Nonstop1h 33m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 141

DetroitChicago

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

DTWORD

Detroit Metropolitan Wayne County

Tue 1/12

1:34 p.m.-2:11 p.m.

Nonstop1h 37m

Chicago O'Hare Intl

Wed 31/12

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

Nonstop0h 00m

C$ 141

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Sat 5/12

4:45 p.m.-5:00 p.m.

Nonstop1h 15m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 141

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 17/2

6:15 p.m.-6:35 p.m.

Nonstop1h 20m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 141
Quickest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 13/1

2:10 p.m.-2:20 p.m.

Nonstop1h 10m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 141

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Mon 23/11

1:30 p.m.-1:50 p.m.

Nonstop1h 20m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 143

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Thu 26/11

2:10 p.m.-2:25 p.m.

Nonstop1h 15m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 143

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Thu 17/12

1:30 p.m.-1:50 p.m.

Nonstop1h 20m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 143

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Tue 17/11

2:15 p.m.-2:35 p.m.

Nonstop1h 20m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 143

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Sun 6/12

1:30 p.m.-1:50 p.m.

Nonstop1h 20m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 143

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/10

Showing 1-10 of 41 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, December is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 378). Flying from Detroit to Chicago in July is currently the most expensive (average of C$ 570). 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 20% on airfare.

Weekly flight availability from Detroit to Chicago

The most flights from DTT to CHI are scheduled on a Friday (103 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (29 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$ 291 and C$ 761 in November.
The cheapest round-trip price found within the last 5 days was C$ 312 on Southwest (12 Nov-15 Nov).

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 75 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. Monday at noon 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 43 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 29m. Delta provides one of the quickest options available for as low as C$ 323. 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 (89%), Copa Airlines (86%), Qatar Airways( 86%).

  • What are the cheapest flights from Detroit to Chicago?

    While on average a flight from Detroit to Chicago is generally C$ 894, our data shows the cheapest flight currently is C$ 306. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay C$ 307 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, December is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 378). Flying from Detroit to Chicago in July is currently the most expensive (average of C$ 570). 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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