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Cheap flights from Detroit to Chicago from $59

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 2/11. 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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0 bags

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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.
Delta Logo
8:38 pm - 9:05 pm
DTW
-
ORD
1h 27mnonstop
Delta Logo
1:55 pm - 4:13 pm
ORD
-
DTW
1h 18mnonstop
$117Delta
Tue, Jan 6 - Tue, Jan 13
Delta Logo
5:09 pm - 5:34 pm
DTW
-
MDW
1h 25mnonstop
Delta Logo
9:32 am - 11:43 am
MDW
-
DTW
1h 11mnonstop
$117Delta
Wed, Jan 7 - Wed, Jan 14
Southwest Logo
5:25 am - 11:35 am
DTW
-
MDW
7h 10m1 stop
Southwest Logo
1:25 pm - 3:30 pm
MDW
-
DTW
1h 05mnonstop
$127Southwest
Tue, Jan 6 - Tue, Jan 13
Frontier Logo
12:17 pm - 11:59 pm
DTW
-
ORD
12h 42m1 stop
Frontier Logo
5:40 am - 12:11 pm
ORD
-
DTW
5h 31m1 stop
$128Frontier
Sun, Jan 25 - Sun, Feb 1
Frontier Logo
12:17 pm - 11:59 pm
DTW
-
ORD
12h 42m1 stop
Frontier Logo
5:40 am - 12:11 pm
ORD
-
DTW
5h 31m1 stop
$129Frontier
Sun, Jan 25 - Sun, Feb 1
Spirit Airlines Logo
6:15 am - 12:39 pm
DTW
-
ORD
7h 24m1 stop
Spirit Airlines Logo
10:07 am - 9:46 am
ORD
-
DTW
22h 39m1 stop
$132Spirit Airlines
Wed, Jan 7 - Wed, Jan 14
Southwest Logo
6:25 am - 12:15 pm
DTW
-
ORD
6h 50m1 stop
Southwest Logo
1:45 pm - 9:00 pm
ORD
-
DTW
6h 15m1 stop
$137Southwest
Tue, Jan 6 - Wed, Jan 7
Multiple Airlines Logo
6:35 am - 4:58 pm
DTW
-
ORD
11h 23m1 stop
Multiple Airlines Logo
6:57 pm - 12:01 pm
ORD
-
DTW
16h 04m1 stop
$139Multiple Airlines
Tue, Jan 20 - Thu, Jan 22
Multiple Airlines Logo
9:02 am - 11:45 am
DTW
-
MDW
27h 43m1 stop
Multiple Airlines Logo
6:10 am - 1:30 pm
MDW
-
DTW
6h 20m1 stop
$143Multiple Airlines
Wed, Jan 7 - Wed, Jan 14
Spirit Airlines Logo
10:27 pm - 8:31 am
DTW
-
ORD
11h 04m1 stop
Spirit Airlines Logo
1:34 pm - 1:19 am
ORD
-
DTW
10h 45m1 stop
$148Spirit Airlines
Tue, Jan 6 - Wed, Jan 7

Frontier flights from Detroit to Chicago

Our best Frontier deals on Detroit to Chicago flight tickets
Frontier
Jan 25
DTW12:17 pmDetroit Metropolitan Wayne County
12h 42m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 1
ORD5:40 amChicago O'Hare Intl
5h 31m
1 stop
DTW12:11 pmDetroit Metropolitan Wayne County
$128
Find similar
Frontier
Jan 25
DTW12:17 pmDetroit Metropolitan Wayne County
12h 42m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 1
ORD5:40 amChicago O'Hare Intl
5h 31m
1 stop
DTW12:11 pmDetroit Metropolitan Wayne County
$129
Find similar
Frontier
Jan 22
DTW6:20 amDetroit Metropolitan Wayne County
12h 36m
1 stop
ORD5:56 pmChicago O'Hare Intl
Jan 25
ORD8:40 amChicago O'Hare Intl
9h 00m
1 stop
DTW6:40 pmDetroit Metropolitan Wayne County
$145
Find similar

Spirit Airlines flights from Detroit to Chicago

Our best Spirit Airlines deals on Detroit to Chicago flight tickets
Spirit Airlines
Jan 7
DTW6:15 amDetroit Metropolitan Wayne County
7h 24m
1 stop
ORD12:39 pmChicago O'Hare Intl
Jan 14
ORD10:07 amChicago O'Hare Intl
22h 39m
1 stop
DTW9:46 amDetroit Metropolitan Wayne County
$132
Find similar
Spirit Airlines
Jan 6
DTW10:27 pmDetroit Metropolitan Wayne County
11h 04m
1 stop
ORD8:31 amChicago O'Hare Intl
Jan 7
ORD1:34 pmChicago O'Hare Intl
10h 45m
1 stop
DTW1:19 amDetroit Metropolitan Wayne County
$148
Find similar
Spirit Airlines
Jan 8
DTW2:47 pmDetroit Metropolitan Wayne County
18h 31m
1 stop
ORD8:18 amChicago O'Hare Intl
Jan 12
ORD5:53 pmChicago O'Hare Intl
12h 48m
1 stop
DTW7:41 amDetroit Metropolitan Wayne County
$156
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 832,500 searches. Data last updated December 11, 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 1/6

8:38 pm-9:05 pm

Nonstop1h 27m

Chicago O'Hare Intl

Tue 1/13

1:55 pm-4:13 pm

Nonstop1h 18m

$117

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 1/7

5:09 pm-5:34 pm

Nonstop1h 25m

Chicago Midway

Wed 1/14

9:32 am-11:43 am

Nonstop1h 11m

$117

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 1/6

5:25 am-11:35 am

1 stop7h 10m

Chicago Midway

Tue 1/13

1:25 pm-3:30 pm

Nonstop1h 05m

$127

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sun 1/25

12:17 pm-11:59 pm

1 stop12h 42m

Chicago O'Hare Intl

Sun 2/1

5:40 am-12:11 pm

1 stop5h 31m

$128

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sun 1/25

12:17 pm-11:59 pm

1 stop12h 42m

Chicago O'Hare Intl

Sun 2/1

5:40 am-12:11 pm

1 stop5h 31m

$129

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 1/7

6:15 am-12:39 pm

1 stop7h 24m

Chicago O'Hare Intl

Wed 1/14

10:07 am-9:46 am

1 stop22h 39m

$132

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 1/6

6:25 am-12:15 pm

1 stop6h 50m

Chicago O'Hare Intl

Wed 1/7

1:45 pm-9:00 pm

1 stop6h 15m

$137

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 1/20

6:35 am-4:58 pm

1 stop11h 23m

Chicago O'Hare Intl

Thu 1/22

6:57 pm-12:01 pm

1 stop16h 04m

$139

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 1/7

9:02 am-11:45 am

1 stop27h 43m

Chicago Midway

Wed 1/14

6:10 am-1:30 pm

1 stop6h 20m

$143

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 1/6

10:27 pm-8:31 am

1 stop11h 04m

Chicago O'Hare Intl

Wed 1/7

1:34 pm-1:19 am

1 stop10h 45m

$148

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, on average, the cheapest month to fly to Chicago from Detroit, with most prices found around $152. If you’re not able to fly to Chicago in April, then September is your next best option. Flight prices from Detroit to Chicago during September average around $162.

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 $537. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Detroit to Chicago for around $759.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Detroit to Chicago during this time can be as low as $525. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $879.

What is the cheapest Detroit to Chicago flight route?

Fly from Detroit Metropolitan Wayne County to Chicago O'Hare Intl 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 $241 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 $134 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.

How have Detroit to Chicago flight prices changed over time?

As of December 2025, prices for Detroit to Chicago flights are approximately 30% 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

$167

Fastest flight time

1h 10m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Detroit in the past 72 hours is $167. The best round-trip flight deal from Detroit to Chicago found on momondo in the last 72 hours is $307.
The fastest flight from Detroit to Chicago takes 1h 10m
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), Chicago Midway (MDW).
Search flight deals

  • How far is Detroit to Chicago by plane?

    Detroit and Chicago are 236.5 mi apart from one another. By plane, this route typically takes 1h 10m.

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

    Prices for flights from Detroit to Chicago were last updated today.

  • 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?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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
American AirlinesPriceFrom $97Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
United AirlinesPriceFrom $97Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
SouthwestPriceFrom $97Free CancellationRating
7.9
4,253 reviews
Search Southwest flights
DeltaPriceFrom $97Free CancellationRating
7.9
8,008 reviews
Search Delta flights

  • Southwest Flights From Detroit to Chicago

    Across 12 Southwest flights from Detroit to Chicago this week, the average price was $275, with the best Southwest deals starting from $97 round-trip. 4,253 users have rated Southwest on momondo, with an average score of 7.9/10.

  • Delta Flights From Detroit to Chicago

    Delta is also a popular choice for this route. Delta flight deals for Detroit to Chicago start from as low as $97 round-trip, depending on your selected dates, with average Delta deals seen on momondo around $261. Delta operates 39 flights to Chicago from Detroit in an average week. Users have rated it 7.9/10 across 8,008 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Detroit to Chicago. momondo saves you time and could save you money on your trip.

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

Flights from Detroit to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Detroit to Chicago.

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

Yes momondo offers price alerts on flights to Chicago from Detroit. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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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 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport