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Cheap flights from Detroit to Chicago from C$ 106

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Detroit to Chicago departing on 14/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Detroit to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:30 a.m. - 6:13 a.m.
DTW
-
ORD
1h 43mdirect
United Airlines Logo
7:35 p.m. - 10:10 p.m.
ORD
-
DTW
1h 35mdirect
C$ 211United Airlines
Tue, 13 Jan - Wed, 14 Jan
Delta Logo
12:49 p.m. - 1:18 p.m.
DTW
-
ORD
1h 29mdirect
Delta Logo
6:50 a.m. - 9:22 a.m.
ORD
-
DTW
1h 32mdirect
C$ 223Delta
Wed, 21 Jan - Sat, 24 Jan
United Airlines Logo
11:20 a.m. - 12:01 p.m.
DTW
-
ORD
1h 41mdirect
United Airlines Logo
10:54 a.m. - 1:21 p.m.
ORD
-
DTW
1h 27mdirect
C$ 226United Airlines
Wed, 31 Dec - Wed, 7 Jan
Delta Logo
8:59 a.m. - 9:41 a.m.
DTW
-
ORD
1h 42mdirect
Delta Logo
5:35 p.m. - 8:02 p.m.
ORD
-
DTW
1h 27mdirect
C$ 236Delta
Sat, 31 Jan - Sat, 7 Feb
Delta Logo
12:40 p.m. - 1:08 p.m.
DTW
-
ORD
1h 28mdirect
Delta Logo
11:05 a.m. - 1:27 p.m.
ORD
-
DTW
1h 22mdirect
C$ 237Delta
Thu, 8 Jan - Mon, 12 Jan
United Airlines Logo
9:00 a.m. - 9:31 a.m.
DTW
-
ORD
1h 31mdirect
United Airlines Logo
10:50 a.m. - 1:17 p.m.
ORD
-
DTW
1h 27mdirect
C$ 238United Airlines
Thu, 15 Jan - Sun, 18 Jan
United Airlines Logo
5:49 a.m. - 6:30 a.m.
DTW
-
ORD
1h 41mdirect
United Airlines Logo
7:55 p.m. - 10:30 p.m.
ORD
-
DTW
1h 35mdirect
C$ 241United Airlines
Wed, 31 Dec - Wed, 31 Dec
Southwest Logo
6:25 a.m. - 12:15 p.m.
DTW
-
ORD
6h 50m1 stop
Southwest Logo
1:45 p.m. - 9:00 p.m.
ORD
-
DTW
6h 15m1 stop
C$ 263Southwest
Thu, 22 Jan - Mon, 26 Jan
United Airlines Logo
7:15 a.m. - 7:58 a.m.
DTW
-
ORD
1h 43mdirect
United Airlines Logo
5:59 p.m. - 8:26 p.m.
ORD
-
DTW
1h 27mdirect
C$ 293United Airlines
Tue, 13 Jan - Wed, 14 Jan
United Airlines Logo
5:30 a.m. - 6:13 a.m.
DTW
-
ORD
1h 43mdirect
United Airlines Logo
7:30 a.m. - 10:10 a.m.
ORD
-
DTW
1h 40mdirect
C$ 306United Airlines
Sat, 17 Jan - Wed, 21 Jan

Delta flights from Detroit to Chicago

Our best Delta deals on Detroit to Chicago flight tickets
Delta
13 Jan
DTW4:59 p.m.Detroit Metropolitan Wayne County
1h 27m
ORD5:26 p.m.Chicago O'Hare Intl
14 Jan
ORD1:55 p.m.Chicago O'Hare Intl
1h 18m
DTW4:13 p.m.Detroit Metropolitan Wayne County
C$ 211
Find similar
Delta
21 Jan
DTW12:49 p.m.Detroit Metropolitan Wayne County
1h 29m
ORD1:18 p.m.Chicago O'Hare Intl
24 Jan
ORD6:50 a.m.Chicago O'Hare Intl
1h 32m
DTW9:22 a.m.Detroit Metropolitan Wayne County
C$ 223
Find similar
Delta
31 Jan
DTW8:59 a.m.Detroit Metropolitan Wayne County
1h 42m
ORD9:41 a.m.Chicago O'Hare Intl
7 Feb
ORD5:35 p.m.Chicago O'Hare Intl
1h 27m
DTW8:02 p.m.Detroit Metropolitan Wayne County
C$ 236
Find similar

Frontier flights from Detroit to Chicago

Our best Frontier deals on Detroit to Chicago flight tickets
Frontier
31 Dec
DTW12:20 p.m.Detroit Metropolitan Wayne County
12h 52m
1 stop
ORD12:12 a.m.Chicago O'Hare Intl
4 Jan
ORD5:05 a.m.Chicago O'Hare Intl
5h 15m
1 stop
DTW11:20 a.m.Detroit Metropolitan Wayne County
C$ 395
Find similar
Frontier
31 Dec
DTW12:20 p.m.Detroit Metropolitan Wayne County
12h 52m
1 stop
ORD12:12 a.m.Chicago O'Hare Intl
4 Jan
ORD5:05 a.m.Chicago O'Hare Intl
5h 15m
1 stop
DTW11:20 a.m.Detroit Metropolitan Wayne County
C$ 438
Find similar

momondo 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, momondo users made 96,600 searches. Data last updated 18 December 2025.
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

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 13/1

5:30 a.m.-6:13 a.m.

Nonstop1h 43m

Chicago O'Hare Intl

Wed 14/1

7:35 p.m.-10:10 p.m.

Nonstop1h 35m

C$ 211

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 21/1

12:49 p.m.-1:18 p.m.

Nonstop1h 29m

Chicago O'Hare Intl

Sat 24/1

6:50 a.m.-9:22 a.m.

Nonstop1h 32m

C$ 223

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 31/12

11:20 a.m.-12:01 p.m.

Nonstop1h 41m

Chicago O'Hare Intl

Wed 7/1

10:54 a.m.-1:21 p.m.

Nonstop1h 27m

C$ 226

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 31/1

8:59 a.m.-9:41 a.m.

Nonstop1h 42m

Chicago O'Hare Intl

Sat 7/2

5:35 p.m.-8:02 p.m.

Nonstop1h 27m

C$ 236

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 8/1

12:40 p.m.-1:08 p.m.

Nonstop1h 28m

Chicago O'Hare Intl

Mon 12/1

11:05 a.m.-1:27 p.m.

Nonstop1h 22m

C$ 237

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 15/1

9:00 a.m.-9:31 a.m.

Nonstop1h 31m

Chicago O'Hare Intl

Sun 18/1

10:50 a.m.-1:17 p.m.

Nonstop1h 27m

C$ 238

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 31/12

5:49 a.m.-6:30 a.m.

Nonstop1h 41m

Chicago O'Hare Intl

Wed 31/12

7:55 p.m.-10:30 p.m.

Nonstop1h 35m

C$ 241

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 22/1

6:25 a.m.-12:15 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Mon 26/1

1:45 p.m.-9:00 p.m.

1 stop6h 15m

C$ 263

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 13/1

7:15 a.m.-7:58 a.m.

Nonstop1h 43m

Chicago O'Hare Intl

Wed 14/1

5:59 p.m.-8:26 p.m.

Nonstop1h 27m

C$ 293

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 17/1

5:30 a.m.-6:13 a.m.

Nonstop1h 43m

Chicago O'Hare Intl

Wed 21/1

7:30 a.m.-10:10 a.m.

Nonstop1h 40m

C$ 306

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Detroit to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Detroit and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is another great option to travel to Chicago, with average flight prices from Detroit averaging around C$ 223.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as C$ 742. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 1,034. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the evening is the cheapest time of day to fly from Detroit to Chicago when you can find flight prices for as low as C$ 579. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 1,336 per ticket.

What is the cheapest Detroit to Chicago flight route?

Fly from Detroit Metropolitan Wayne County to Chicago Midway for the best Detroit - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Detroit when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 336 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Detroit for as low as C$ 185 on momondo.

What cabin class options are available on Detroit to Chicago flights?

There are 4 cabin classes available to choose from on Detroit to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Detroit to Chicago flights?

No. A direct flight is the cheapest option for a flight between Detroit to Chicago.

How have Detroit to Chicago flight prices changed over time?

As of December 2025, prices for Detroit to Chicago flights are approximately 31% cheaper when compared to flights at the same time last year.

When to book flights from Detroit to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Detroit to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Detroit to Chicago (DTT to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Detroit to Chicago

Best price found

C$ 268

Fastest flight time

1h 31m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Detroit in the past 72 hours is C$ 268. The best round-trip flight deal from Detroit to Chicago found on momondo in the last 72 hours is C$ 330.
The fastest flight from Detroit to Chicago takes 1h 31m
Direct flights go from Detroit to Chicago every day.
There are 3 airports in Chicago. From Detroit there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Detroit to Chicago by plane?

    The distance between Detroit and Chicago is about 380.6 km. Flights usually cover this in 1h 31m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Detroit to Chicago?

    Prices for flights from Detroit to Chicago are updated daily.

  • How many operators does momondo search for flights from Detroit to Chicago?

  • How old do you have to be to fly from Detroit to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Detroit to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Detroit to Chicago?

  • What is the most popular airline from Detroit to Chicago?

Best airlines flying from Detroit to Chicago

Compare and see reviews for airlines that fly from Detroit to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom C$ 134Free CancellationRating
7.9
8,004 reviews
Search Delta flights

  • Delta Flights From Detroit to Chicago

    Across 15 Delta flights from Detroit to Chicago this week, the average price was C$ 177, with the best Delta deals starting from C$ 134 round-trip. 8,004 users have rated Delta on momondo, with an average score of 7.9/10.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Munster
Hammond
Merrillville

Why use momondo?

Why should I use momondo to find a flight deal from Detroit to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Detroit to Chicago . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Detroit to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Detroit with this policy.

How can momondo help me find flights from Detroit to Chicago?

Once you have performed a search for Detroit to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Detroit to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Detroit to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Chicago trip

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport