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Cheap flights from Detroit to Chicago from C$ 68

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 14/2. 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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Cheap round-trip flights

Delta Logo
8:00 p.m. - 8:23 p.m.DTW-ORD
1h 23mdirect
Delta Logo
7:10 a.m. - 9:29 a.m.ORD-DTW
1h 19mdirect
C$ 134Delta
Find Deal
Sat, 11 Oct - Sat, 18 Oct
United Airlines Logo
6:00 a.m. - 6:30 a.m.DTW-ORD
1h 30mdirect
United Airlines Logo
8:01 p.m. - 10:28 p.m.ORD-DTW
1h 27mdirect
C$ 138United Airlines
Find Deal
Mon, 20 Oct - Mon, 20 Oct
United Airlines Logo
9:15 a.m. - 9:48 a.m.DTW-ORD
1h 33mdirect
United Airlines Logo
8:01 p.m. - 10:28 p.m.ORD-DTW
1h 27mdirect
C$ 140United Airlines
Find Deal
Tue, 14 Oct - Sat, 18 Oct
Delta Logo
9:15 p.m. - 9:34 p.m.DTW-ORD
1h 19mdirect
Delta Logo
6:59 p.m. - 9:31 p.m.ORD-DTW
1h 32mdirect
C$ 159Delta
Find Deal
Sat, 4 Oct - Mon, 6 Oct
Southwest Logo
6:15 a.m. - 12:45 p.m.DTW-ORD
7h 30m1 stop
Southwest Logo
3:10 p.m. - 9:25 p.m.ORD-DTW
5h 15m1 stop
C$ 169Southwest
Find Deal
Tue, 7 Oct - Tue, 7 Oct
Southwest Logo
6:15 a.m. - 12:45 p.m.DTW-ORD
7h 30m1 stop
Southwest Logo
1:50 p.m. - 10:45 p.m.ORD-DTW
7h 55m1 stop
C$ 177Southwest
Find Deal
Wed, 8 Oct - Wed, 8 Oct
Frontier Logo
1:36 p.m. - 7:44 p.m.DTW-ORD
7h 08m1 stop
Frontier Logo
8:49 p.m. - 8:44 a.m.ORD-DTW
10h 55m1 stop
C$ 199Frontier
Find Deal
Thu, 25 Sep - Sun, 28 Sep
Frontier Logo
1:36 p.m. - 7:44 p.m.DTW-ORD
7h 08m1 stop
Frontier Logo
8:15 a.m. - 6:01 p.m.ORD-DTW
8h 46m1 stop
C$ 201Frontier
Find Deal
Fri, 26 Sep - Mon, 27 Oct
American Airlines Logo
7:17 p.m. - 7:49 p.m.DTW-ORD
1h 32mdirect
American Airlines Logo
8:50 p.m. - 11:24 p.m.ORD-DTW
1h 34mdirect
C$ 281American Airlines
Find Deal
Fri, 26 Sep - Mon, 27 Oct
American Airlines Logo
6:45 a.m. - 7:12 a.m.DTW-ORD
1h 27mdirect
American Airlines Logo
9:40 a.m. - 12:10 p.m.ORD-DTW
1h 30mdirect
C$ 295American Airlines
Find Deal
Fri, 21 Nov - Mon, 24 Nov

Frontier flights from Detroit to Chicago

Our best Frontier deals on Detroit to Chicago flight tickets
Frontier
25 Sep
DTW1:36 p.m.Detroit Metropolitan Wayne County
7h 08m
1 stop
ORD7:44 p.m.Chicago O'Hare Intl
28 Sep
ORD8:49 p.m.Chicago O'Hare Intl
10h 55m
1 stop
DTW8:44 a.m.Detroit Metropolitan Wayne County
C$ 199
Find similar
Frontier
26 Sep
DTW1:36 p.m.Detroit Metropolitan Wayne County
7h 08m
1 stop
ORD7:44 p.m.Chicago O'Hare Intl
27 Oct
ORD8:15 a.m.Chicago O'Hare Intl
8h 46m
1 stop
DTW6:01 p.m.Detroit Metropolitan Wayne County
C$ 201
Find similar
Frontier
26 Sep
DTW10:54 a.m.Detroit Metropolitan Wayne County
5h 56m
1 stop
ORD3:50 p.m.Chicago O'Hare Intl
27 Oct
ORD8:15 a.m.Chicago O'Hare Intl
8h 46m
1 stop
DTW6:01 p.m.Detroit Metropolitan Wayne County
C$ 213
Find similar

United Airlines flights from Detroit to Chicago

Our best United Airlines deals on Detroit to Chicago flight tickets
United Airlines
20 Oct
DTW6:00 a.m.Detroit Metropolitan Wayne County
1h 30m
ORD6:30 a.m.Chicago O'Hare Intl
20 Oct
ORD8:01 p.m.Chicago O'Hare Intl
1h 27m
DTW10:28 p.m.Detroit Metropolitan Wayne County
C$ 138
Find similar
United Airlines
14 Oct
DTW9:15 a.m.Detroit Metropolitan Wayne County
1h 33m
ORD9:48 a.m.Chicago O'Hare Intl
18 Oct
ORD8:01 p.m.Chicago O'Hare Intl
1h 27m
DTW10:28 p.m.Detroit Metropolitan Wayne County
C$ 140
Find similar
United Airlines
3 Oct
DTW6:05 p.m.Detroit Metropolitan Wayne County
1h 27m
ORD6:32 p.m.Chicago O'Hare Intl
5 Oct
ORD2:25 p.m.Chicago O'Hare Intl
1h 26m
DTW4:51 p.m.Detroit Metropolitan Wayne County
C$ 184
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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 15 September 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

Sat 11/10

8:00 p.m.-8:23 p.m.

Nonstop1h 23m

Chicago O'Hare Intl

Sat 18/10

7:10 a.m.-9:29 a.m.

Nonstop1h 19m

C$ 134

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 20/10

6:00 a.m.-6:30 a.m.

Nonstop1h 30m

Chicago O'Hare Intl

Mon 20/10

8:01 p.m.-10:28 p.m.

Nonstop1h 27m

C$ 138

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 14/10

9:15 a.m.-9:48 a.m.

Nonstop1h 33m

Chicago O'Hare Intl

Sat 18/10

8:01 p.m.-10:28 p.m.

Nonstop1h 27m

C$ 140

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 4/10

9:15 p.m.-9:34 p.m.

Nonstop1h 19m

Chicago O'Hare Intl

Mon 6/10

6:59 p.m.-9:31 p.m.

Nonstop1h 32m

C$ 159

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 7/10

6:15 a.m.-12:45 p.m.

1 stop7h 30m

Chicago O'Hare Intl

Tue 7/10

3:10 p.m.-9:25 p.m.

1 stop5h 15m

C$ 169

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 8/10

6:15 a.m.-12:45 p.m.

1 stop7h 30m

Chicago O'Hare Intl

Wed 8/10

1:50 p.m.-10:45 p.m.

1 stop7h 55m

C$ 177

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 25/9

1:36 p.m.-7:44 p.m.

1 stop7h 08m

Chicago O'Hare Intl

Sun 28/9

8:49 p.m.-8:44 a.m.

1 stop10h 55m

C$ 199

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Fri 26/9

1:36 p.m.-7:44 p.m.

1 stop7h 08m

Chicago O'Hare Intl

Mon 27/10

8:15 a.m.-6:01 p.m.

1 stop8h 46m

C$ 201

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Fri 26/9

7:17 p.m.-7:49 p.m.

Nonstop1h 32m

Chicago O'Hare Intl

Mon 27/10

8:50 p.m.-11:24 p.m.

Nonstop1h 34m

C$ 281

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Fri 21/11

6:45 a.m.-7:12 a.m.

Nonstop1h 27m

Chicago O'Hare Intl

Mon 24/11

9:40 a.m.-12:10 p.m.

Nonstop1h 30m

C$ 295

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 April is another great option to travel to Chicago, with average flight prices from Detroit averaging around C$ 216.

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$ 704. 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$ 1,039. 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$ 560. 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$ 1,314 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$ 324 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$ 202 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?

You could potentially save up to 52% on your flight if you consider stops on a Detroit to Chicago flight.

How have Detroit to Chicago flight prices changed over time?

As of September 2025, prices for Detroit to Chicago flights are approximately 24% 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$ 252

Fastest flight time

1h 19m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Detroit in the past 72 hours is C$ 252. The best round-trip flight deal from Detroit to Chicago found on momondo in the last 72 hours is C$ 273.
The fastest flight from Detroit to Chicago takes 1h 19m
Direct flights go from Detroit to Chicago every day.
There is 1 airport near Chicago: 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 19m, 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
7,956 reviews
Search Delta flights
United AirlinesPriceFrom C$ 300Free CancellationRating
7.4
8,931 reviews
Search United Airlines flights

  • Delta Flights From Detroit to Chicago

    Across 53 Delta flights from Detroit to Chicago this week, the average price was C$ 128, with the best Delta deals starting from C$ 97 round-trip. 7,956 users have rated Delta on momondo, with an average score of 7.9/10.

  • United Airlines Flights From Detroit to Chicago

    United Airlines is also a popular choice for this route. United Airlines flight deals for Detroit to Chicago start from as low as C$ 217 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around C$ 335. United Airlines operates 32 flights to Chicago from Detroit in an average week. Users have rated it 7.4/10 across 8,931 reviews.

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.

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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