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Cheap flights from Detroit to Chicago from $49

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 1/20. 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

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United Airlines Logo
5:49 am - 6:30 amDTW-ORD
1h 41mnonstop
United Airlines Logo
9:05 pm - 11:38 pmORD-DTW
1h 33mnonstop
$97United Airlines
Find Deal
Thu, Dec 25 - Thu, Dec 25
Southwest Logo
6:00 pm - 6:40 pmDTW-MDW
1h 40mnonstop
Southwest Logo
10:00 am - 12:10 pmMDW-DTW
1h 10mnonstop
$97Southwest
Find Deal
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
6:30 am - 1:40 pmDTW-MDW
8h 10m1 stop
Southwest Logo
10:00 am - 12:10 pmMDW-DTW
1h 10mnonstop
$113Southwest
Find Deal
Sat, Jan 17 - Sun, Jan 18
Delta Logo
8:59 am - 9:41 amDTW-ORD
1h 42mnonstop
Delta Logo
6:50 am - 9:22 amORD-DTW
1h 32mnonstop
$117Delta
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Sat, Jan 17 - Sun, Jan 18
Delta Logo
5:07 pm - 5:26 pmDTW-MDW
1h 19mnonstop
Delta Logo
9:29 am - 11:43 amMDW-DTW
1h 14mnonstop
$117Delta
Find Deal
Wed, Dec 31 - Thu, Jan 1
Frontier Logo
8:49 am - 3:21 pmDTW-ORD
7h 32m1 stop
Frontier Logo
8:00 am - 10:04 pmORD-DTW
13h 04m1 stop
$135Frontier
Find Deal
Mon, Jan 19 - Sat, Jan 24
Frontier Logo
8:49 am - 3:21 pmDTW-ORD
7h 32m1 stop
Frontier Logo
12:42 pm - 10:04 pmORD-DTW
32h 22m1 stop
$136Frontier
Find Deal
Mon, Jan 19 - Fri, Jan 23
Spirit Airlines Logo
12:12 pm - 10:07 pmDTW-ORD
10h 55m1 stop
Spirit Airlines Logo
4:38 pm - 7:56 amORD-DTW
14h 18m1 stop
$138Spirit Airlines
Find Deal
Tue, Jan 6 - Fri, Jan 30
Spirit Airlines Logo
6:00 am - 2:21 pmDTW-ORD
9h 21m1 stop
Spirit Airlines Logo
8:22 pm - 10:05 amORD-DTW
12h 43m1 stop
$146Spirit Airlines
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Wed, Jan 7 - Thu, Jan 8
United Airlines Logo
5:49 am - 6:30 amDTW-ORD
1h 41mnonstop
United Airlines Logo
7:55 pm - 10:30 pmORD-DTW
1h 35mnonstop
$147United Airlines
Find Deal
Thu, Dec 25 - Tue, Dec 30

American Airlines flights from Detroit to Chicago

Our best American Airlines deals on Detroit to Chicago flight tickets
American Airlines
Jan 17
DTW7:05 amDetroit Metropolitan Wayne County
5h 30m
1 stop
ORD11:35 amChicago O'Hare Intl
Jan 18
ORD2:55 pmChicago O'Hare Intl
1h 30m
DTW5:25 pmDetroit Metropolitan Wayne County
$174
Find similar
American Airlines
Dec 31
DTW6:39 pmDetroit Metropolitan Wayne County
1h 53m
ORD7:32 pmChicago O'Hare Intl
Jan 1
ORD5:00 amChicago O'Hare Intl
5h 11m
1 stop
DTW11:11 amDetroit Metropolitan Wayne County
$177
Find similar
American Airlines
Nov 25
DTW3:32 pmDetroit Metropolitan Wayne County
4h 46m
1 stop
ORD7:18 pmChicago O'Hare Intl
Nov 27
ORD9:40 amChicago O'Hare Intl
1h 30m
DTW12:10 pmDetroit Metropolitan Wayne County
$249
Find similar

Frontier flights from Detroit to Chicago

Our best Frontier deals on Detroit to Chicago flight tickets
Frontier
Jan 19
DTW8:49 amDetroit Metropolitan Wayne County
7h 32m
1 stop
ORD3:21 pmChicago O'Hare Intl
Jan 24
ORD8:00 amChicago O'Hare Intl
13h 04m
1 stop
DTW10:04 pmDetroit Metropolitan Wayne County
$135
Find similar
Frontier
Jan 19
DTW8:49 amDetroit Metropolitan Wayne County
7h 32m
1 stop
ORD3:21 pmChicago O'Hare Intl
Jan 23
ORD12:42 pmChicago O'Hare Intl
32h 22m
1 stop
DTW10:04 pmDetroit Metropolitan Wayne County
$136
Find similar
Frontier
Jan 16
DTW12:19 pmDetroit Metropolitan Wayne County
8h 35m
1 stop
MDW7:54 pmChicago Midway
Jan 18
MDW6:10 amChicago Midway
7h 07m
1 stop
DTW2:17 pmDetroit Metropolitan Wayne County
$144
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 November 24, 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

Thu 12/25

5:49 am-6:30 am

Nonstop1h 41m

Chicago O'Hare Intl

Thu 12/25

9:05 pm-11:38 pm

Nonstop1h 33m

$97

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/17

6:00 pm-6:40 pm

Nonstop1h 40m

Chicago Midway

Sun 1/18

10:00 am-12:10 pm

Nonstop1h 10m

$97

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/17

6:30 am-1:40 pm

1 stop8h 10m

Chicago Midway

Sun 1/18

10:00 am-12:10 pm

Nonstop1h 10m

$113

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 1/17

8:59 am-9:41 am

Nonstop1h 42m

Chicago O'Hare Intl

Sun 1/18

6:50 am-9:22 am

Nonstop1h 32m

$117

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 12/31

5:07 pm-5:26 pm

Nonstop1h 19m

Chicago Midway

Thu 1/1

9:29 am-11:43 am

Nonstop1h 14m

$117

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 1/19

8:49 am-3:21 pm

1 stop7h 32m

Chicago O'Hare Intl

Sat 1/24

8:00 am-10:04 pm

1 stop13h 04m

$135

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 1/19

8:49 am-3:21 pm

1 stop7h 32m

Chicago O'Hare Intl

Fri 1/23

12:42 pm-10:04 pm

1 stop32h 22m

$136

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 1/6

12:12 pm-10:07 pm

1 stop10h 55m

Chicago O'Hare Intl

Fri 1/30

4:38 pm-7:56 am

1 stop14h 18m

$138

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 1/7

6:00 am-2:21 pm

1 stop9h 21m

Chicago O'Hare Intl

Thu 1/8

8:22 pm-10:05 am

1 stop12h 43m

$146

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 12/25

5:49 am-6:30 am

Nonstop1h 41m

Chicago O'Hare Intl

Tue 12/30

7:55 pm-10:30 pm

Nonstop1h 35m

$147

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 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 $542. 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 $773.

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 $534. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $884.

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 $249 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 $146 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 November 2025, prices for Detroit to Chicago flights are approximately 33% 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

$169

Fastest flight time

1h 10m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Detroit in the past 72 hours is $169. The best round-trip flight deal from Detroit to Chicago found on momondo in the last 72 hours is $265.
The fastest flight from Detroit to Chicago takes 1h 10m
Direct flights go from Detroit to Chicago every day.
There are 2 airports near Chicago: 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
11,042 reviews
Search American Airlines flights
United AirlinesPriceFrom $97Free CancellationRating
7.4
9,044 reviews
Search United Airlines flights
DeltaPriceFrom $97Free CancellationRating
7.9
7,998 reviews
Search Delta flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,252 reviews
Search Southwest flights

  • Southwest Flights From Detroit to Chicago

    Across 11 Southwest flights from Detroit to Chicago this week, the average price was $275, with the best Southwest deals starting from $97 round-trip. 4,252 users have rated Southwest on momondo, with an average score of 8.0/10.

  • 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 $259. Delta operates 36 flights to Chicago from Detroit in an average week. Users have rated it 7.9/10 across 7,998 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

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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