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 4/15. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:34 am - 12:22 am
DTW
-
ORD
13h 48m
1 stop
Multiple Airlines Logo
6:08 pm - 9:05 am
ORD
-
DTW
13h 57m
1 stop
$152Multiple Airlines
Wed, Apr 8 - Wed, Apr 15
Multiple Airlines Logo
11:34 am - 9:36 am
DTW
-
ORD
23h 02m
2 stops
Multiple Airlines Logo
6:08 pm - 9:05 am
ORD
-
DTW
13h 57m
1 stop
$153Multiple Airlines
Tue, Apr 14 - Wed, Apr 22
Southwest Logo
6:10 am - 3:45 pm
DTW
-
MDW
10h 35m
2 stops
Southwest Logo
7:50 am - 10:00 am
MDW
-
DTW
1h 10mnonstop
$155Southwest
Wed, Apr 8 - Sat, Apr 11
Multiple Airlines Logo
7:04 pm - 10:02 am
DTW
-
ORD
15h 58m
1 stop
Multiple Airlines Logo
7:15 pm - 11:38 am
ORD
-
DTW
15h 23m
2 stops
$155Multiple Airlines
Tue, Apr 21 - Tue, Apr 28
United Airlines Logo
11:00 am - 11:29 am
DTW
-
ORD
1h 29mnonstop
United Airlines Logo
7:50 pm - 10:17 pm
ORD
-
DTW
1h 27mnonstop
$157United Airlines
Tue, Apr 7 - Wed, Apr 8
Frontier Logo
2:27 pm - 7:31 pm
DTW
-
MDW
6h 04m
1 stop
Frontier Logo
6:00 am - 4:14 pm
MDW
-
DTW
9h 14m
1 stop
$158Frontier
Fri, May 8 - Mon, May 11
Multiple Airlines Logo
9:02 am - 10:39 pm
DTW
-
ORD
14h 37m
1 stop
Multiple Airlines Logo
6:01 pm - 8:46 am
ORD
-
DTW
13h 45m
1 stop
$158Multiple Airlines
Tue, Apr 7 - Wed, Apr 8
Southwest Logo
5:35 am - 10:40 am
DTW
-
MDW
6h 05m
1 stop
Southwest Logo
2:10 pm - 11:30 pm
MDW
-
DTW
8h 20m
2 stops
$159Southwest
Wed, Apr 8 - Thu, Apr 9
Frontier Logo
2:27 pm - 10:39 pm
DTW
-
ORD
9h 12m
1 stop
Frontier Logo
5:01 am - 4:14 pm
ORD
-
DTW
10h 13m
1 stop
$160Frontier
Fri, May 8 - Sun, May 10
Delta Logo
12:15 pm - 12:29 pm
DTW
-
MDW
1h 14mnonstop
Delta Logo
6:34 pm - 8:45 pm
MDW
-
DTW
1h 11mnonstop
$171Delta
Thu, Apr 2 - Thu, Apr 9

Spirit Airlines flights from Detroit to Chicago

Our best Spirit Airlines deals on Detroit to Chicago flight tickets
Spirit Airlines
Apr 7
DTW11:34 amDetroit Metropolitan Wayne County
13h 48m
1 stop
ORD12:22 amChicago O'Hare Intl
Apr 8
ORD6:01 pmChicago O'Hare Intl
16h 11m
2 stops
DTW11:12 amDetroit Metropolitan Wayne County
$169
Spirit Airlines
Mar 23
DTW11:34 amDetroit Metropolitan Wayne County
13h 48m
1 stop
ORD12:22 amChicago O'Hare Intl
Mar 30
ORD7:31 pmChicago O'Hare Intl
15h 26m
1 stop
DTW11:57 amDetroit Metropolitan Wayne County
$172
Spirit Airlines
Mar 23
DTW11:34 amDetroit Metropolitan Wayne County
13h 48m
1 stop
ORD12:22 amChicago O'Hare Intl
Mar 26
ORD6:01 pmChicago O'Hare Intl
13h 45m
1 stop
DTW8:46 amDetroit Metropolitan Wayne County
$182

United Airlines flights from Detroit to Chicago

Our best United Airlines deals on Detroit to Chicago flight tickets
United Airlines
Apr 7
DTW11:00 amDetroit Metropolitan Wayne County
1h 29m
ORD11:29 amChicago O'Hare Intl
Apr 8
ORD7:50 pmChicago O'Hare Intl
1h 27m
DTW10:17 pmDetroit Metropolitan Wayne County
$157
United Airlines
Apr 4
DTW6:18 pmDetroit Metropolitan Wayne County
1h 35m
ORD6:53 pmChicago O'Hare Intl
Apr 11
ORD7:50 pmChicago O'Hare Intl
1h 27m
DTW10:17 pmDetroit Metropolitan Wayne County
$207

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 March 10, 2026.
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 - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 4/8

11:34 am-12:22 am

1 stop13h 48m

Chicago O'Hare Intl

Wed 4/15

6:08 pm-9:05 am

1 stop13h 57m

$152

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 4/14

11:34 am-9:36 am

2 stops23h 02m

Chicago O'Hare Intl

Wed 4/22

6:08 pm-9:05 am

1 stop13h 57m

$153

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 4/8

6:10 am-3:45 pm

2 stops10h 35m

Chicago Midway

Sat 4/11

7:50 am-10:00 am

Nonstop1h 10m

$155

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 4/21

7:04 pm-10:02 am

1 stop15h 58m

Chicago O'Hare Intl

Tue 4/28

7:15 pm-11:38 am

2 stops15h 23m

$155

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 4/7

11:00 am-11:29 am

Nonstop1h 29m

Chicago O'Hare Intl

Wed 4/8

7:50 pm-10:17 pm

Nonstop1h 27m

$157

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Fri 5/8

2:27 pm-7:31 pm

1 stop6h 04m

Chicago Midway

Mon 5/11

6:00 am-4:14 pm

1 stop9h 14m

$158

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 4/7

9:02 am-10:39 pm

1 stop14h 37m

Chicago O'Hare Intl

Wed 4/8

6:01 pm-8:46 am

1 stop13h 45m

$158

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 4/8

5:35 am-10:40 am

1 stop6h 05m

Chicago Midway

Thu 4/9

2:10 pm-11:30 pm

2 stops8h 20m

$159

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Fri 5/8

2:27 pm-10:39 pm

1 stop9h 12m

Chicago O'Hare Intl

Sun 5/10

5:01 am-4:14 pm

1 stop10h 13m

$160
Quickest round-trip

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 4/2

12:15 pm-12:29 pm

Nonstop1h 14m

Chicago Midway

Thu 4/9

6:34 pm-8:45 pm

Nonstop1h 11m

$171

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, on average, the cheapest month to fly to Chicago from Detroit, with most prices found around $151. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Detroit to Chicago during August average around $163.

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 $531. 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 $742.

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 $509. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $862.

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 $275 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 $111 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 March 2026, prices for Detroit to Chicago flights are approximately 42% more expensive 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

$210

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 $210. The best round-trip flight deal from Detroit to Chicago found on momondo in the last 72 hours is $385.
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).
  • 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
DeltaPriceFrom $91Free CancellationRating
7.9
8,276 reviews
Search Delta flights
United AirlinesPriceFrom $94Free CancellationRating
7.4
9,409 reviews
Search United Airlines flights
American AirlinesPriceFrom $97Free CancellationRating
7.1
11,414 reviews
Search American Airlines flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,317 reviews
Search Southwest flights
  • Southwest Flights From Detroit to Chicago

    Across 15 Southwest flights from Detroit to Chicago this week, the average price was $277, with the best Southwest deals starting from $97 round-trip. 4,317 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 $91 round-trip, depending on your selected dates, with average Delta deals seen on momondo around $264. Delta operates 30 flights to Chicago from Detroit in an average week. Users have rated it 7.9/10 across 8,276 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
Valparaiso
Schererville
Munster
Crown Point
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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1 adult
Thu 4/9
Thu 4/16

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