What is the cheapest airline that flies from Detroit to Chicago?

Delta and Southwest are the most popular carriers operating from Detroit to Chicago

How many flights depart from Detroit to Chicago on average per day?

The number of flights available between Detroit and Chicago is 65 per day as of April 2026. The most frequent departure time is 8:00AM, with 47% of daily flights leaving in the afternoon.

What airlines fly to Chicago?

Delta, United Airlines and American Airlines are the top three most popular airlines that fly to Chicago from Detroit according to our data. Delta is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Detroit to Chicago on average per week?

The number of flights available between Detroit and Chicago is 459 per week as of April 2026. The most frequent departure day is Tue, with 19% of weekly flights leaving on this day.

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?

There are 4 operators available for flights from Detroit to Chicago as of April 2026.

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.

$59 Cheap Flights from Detroit to Chicago in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Detroit to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:20 pm - 7:25 pm

DTW

MDW

7h 05m

2 stops

7:40 am - 9:45 am

MDW

DTW

1h 05mnonstop

$132Southwest

Tue, May 5 - Tue, May 12

7:00 am - 11:35 am

DTW

MDW

5h 35m

1 stop

1:55 pm - 9:15 pm

MDW

DTW

6h 20m

1 stop

$137Southwest

Wed, May 6 - Wed, May 13

1:44 pm - 9:30 pm

DTW

ORD

8h 46m

1 stop

5:50 am - 5:30 pm

ORD

DTW

10h 40m

1 stop

$140Frontier

Thu, Apr 30 - Mon, May 4

5:42 pm - 10:14 pm

DTW

MDW

5h 32m

1 stop

6:00 am - 12:36 pm

MDW

DTW

5h 36m

1 stop

$140Frontier

Sat, May 2 - Tue, May 5

1:44 pm - 9:30 pm

DTW

ORD

8h 46m

1 stop

7:50 am - 12:44 am

ORD

DTW

15h 54m

1 stop

$141Frontier

Thu, Apr 30 - Mon, May 4

5:42 pm - 10:14 pm

DTW

MDW

5h 32m

1 stop

6:00 am - 12:36 pm

MDW

DTW

5h 36m

1 stop

$141Frontier

Sat, May 2 - Tue, May 5

6:10 am - 12:50 pm

DTW

ORD

7h 40m

1 stop

2:40 pm - 9:35 pm

ORD

DTW

5h 55m

1 stop

$142Southwest

Tue, May 5 - Tue, May 5

12:40 pm - 9:12 pm

DTW

ORD

9h 32m

1 stop

4:28 pm - 12:36 pm

ORD

DTW

19h 08m

1 stop

$144Multiple Airlines

Sat, May 2 - Mon, May 4

8:43 pm - 10:23 am

DTW

ORD

14h 40m

1 stop

4:28 pm - 12:36 pm

ORD

DTW

19h 08m

1 stop

$145Multiple Airlines

Thu, Apr 30 - Mon, May 4

7:45 pm - 8:14 pm

DTW

ORD

1h 29mnonstop

7:00 pm - 9:29 pm

ORD

DTW

1h 29mnonstop

$154Delta

Wed, May 13 - Mon, May 18

Frontier flights from Detroit to Chicago

Our best Frontier deals on Detroit to Chicago flight tickets

Frontier

Apr 30

DTW1:44 pmDetroit Metropolitan Wayne County

8h 46m

1 stop

ORD9:30 pmChicago O'Hare Intl

May 4

ORD5:50 amChicago O'Hare Intl

10h 40m

1 stop

DTW5:30 pmDetroit Metropolitan Wayne County

$140

Frontier

Apr 30

DTW1:44 pmDetroit Metropolitan Wayne County

8h 46m

1 stop

ORD9:30 pmChicago O'Hare Intl

May 4

ORD7:50 amChicago O'Hare Intl

15h 54m

1 stop

DTW12:44 amDetroit Metropolitan Wayne County

$141

Frontier

Aug 19

DTW6:10 amDetroit Metropolitan Wayne County

5h 59m

1 stop

MDW11:09 amChicago Midway

Aug 26

MDW6:00 amChicago Midway

9h 40m

1 stop

DTW4:40 pmDetroit Metropolitan Wayne County

$145

Spirit Airlines flights from Detroit to Chicago

Our best Spirit Airlines deals on Detroit to Chicago flight tickets

Spirit Airlines

Apr 21

DTW6:50 amDetroit Metropolitan Wayne County

18h 34m

2 stops

ORD12:24 amChicago O'Hare Intl

Apr 23

ORD11:28 amChicago O'Hare Intl

6h 34m

1 stop

DTW7:02 pmDetroit Metropolitan Wayne County

$174

Spirit Airlines

Apr 25

DTW6:50 amDetroit Metropolitan Wayne County

15h 22m

1 stop

ORD9:12 pmChicago O'Hare Intl

Apr 27

ORD12:47 pmChicago O'Hare Intl

9h 05m

1 stop

DTW10:52 pmDetroit Metropolitan Wayne County

$178

Spirit Airlines

Apr 18

DTW6:50 amDetroit Metropolitan Wayne County

15h 22m

1 stop

ORD9:12 pmChicago O'Hare Intl

Apr 20

ORD7:15 pmChicago O'Hare Intl

22h 47m

2 stops

DTW7:02 pmDetroit Metropolitan Wayne County

$183

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 5/5

1:20 pm-7:25 pm

2 stops7h 05m

Chicago Midway

Tue 5/12

7:40 am-9:45 am

Nonstop1h 05m

$132

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 5/6

7:00 am-11:35 am

1 stop5h 35m

Chicago Midway

Wed 5/13

1:55 pm-9:15 pm

1 stop6h 20m

$137

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 4/30

1:44 pm-9:30 pm

1 stop8h 46m

Chicago O'Hare Intl

Mon 5/4

5:50 am-5:30 pm

1 stop10h 40m

$140

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 5/2

5:42 pm-10:14 pm

1 stop5h 32m

Chicago Midway

Tue 5/5

6:00 am-12:36 pm

1 stop5h 36m

$140

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 4/30

1:44 pm-9:30 pm

1 stop8h 46m

Chicago O'Hare Intl

Mon 5/4

7:50 am-12:44 am

1 stop15h 54m

$141

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 5/2

5:42 pm-10:14 pm

1 stop5h 32m

Chicago Midway

Tue 5/5

6:00 am-12:36 pm

1 stop5h 36m

$141

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 5/5

6:10 am-12:50 pm

1 stop7h 40m

Chicago O'Hare Intl

Tue 5/5

2:40 pm-9:35 pm

1 stop5h 55m

$142

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 5/2

12:40 pm-9:12 pm

1 stop9h 32m

Chicago O'Hare Intl

Mon 5/4

4:28 pm-12:36 pm

1 stop19h 08m

$144

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 4/30

8:43 pm-10:23 am

1 stop14h 40m

Chicago O'Hare Intl

Mon 5/4

4:28 pm-12:36 pm

1 stop19h 08m

$145

Quickest round-trip

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 5/13

7:45 pm-8:14 pm

Nonstop1h 29m

Chicago O'Hare Intl

Mon 5/18

7:00 pm-9:29 pm

Nonstop1h 29m

$154

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 $147. 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 Friday when prices can be found for as low as $528. 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 $716.

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 $514. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $877.

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 $283 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 April 2026, prices for Detroit to Chicago flights are approximately 85% 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	$222
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 $222. The best round-trip flight deal from Detroit to Chicago found on momondo in the last 72 hours is $400.

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

Frequently asked questions about flying from Detroit to Chicago

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?
There are 4 operators available for flights from Detroit to Chicago as of April 2026.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Detroit to Chicago is Airbus A320-100/200 (11.15% of total bookings). The next most popular plane models are Airbus A319 (8.22%), Canadair (Bombardier) Regional Jet 700 (7.10%), and Boeing 717-200 (6.61%).
What is the most popular airline from Detroit to Chicago?
Based on momondo bookings for flights between Detroit and Chicago, the leading airline is Delta, making up 49% of the total bookings. Other popular airlines include United Airlines with 22%, Southwest with 22%, and American Airlines with 7%.

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
Delta	PriceFrom $91	Free Cancellation	Rating 7.9 8,387 reviews	Search Delta flights
United Airlines	PriceFrom $94	Free Cancellation	Rating 7.4 9,548 reviews	Search United Airlines flights
American Airlines	PriceFrom $97	Free Cancellation	Rating 7.1 11,546 reviews	Search American Airlines flights
Southwest	PriceFrom $97	Free Cancellation	Rating 8.0 4,338 reviews	Search Southwest flights

Southwest Flights From Detroit to Chicago
Across 6 Southwest flights from Detroit to Chicago this week, the average price was $317, with the best Southwest deals starting from $97 round-trip. 4,338 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 $276. Delta operates 45 flights to Chicago from Detroit in an average week. Users have rated it 7.9/10 across 8,387 reviews.

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

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

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.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Thu 5/7

Thu 5/14

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from Detroit

Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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 5/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Detroit to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Frontier flights from Detroit to Chicago

Our best Frontier deals on Detroit to Chicago flight tickets

Spirit Airlines flights from Detroit to Chicago

Our best Spirit Airlines deals on Detroit to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Detroit to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Detroit to Chicago

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

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Detroit to Chicago flight route?

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

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

How have Detroit to Chicago flight prices changed over time?

What is the cheapest airline that flies from Detroit to Chicago?

What airlines fly to Chicago?

How many flights depart from Detroit to Chicago on average per day?

How many flights depart from Detroit to Chicago on average per week?

When to book flights from Detroit to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying 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

Southwest Flights From Detroit to Chicago

Delta Flights From Detroit to Chicago

Traveling to a place near Chicago?

Why use momondo?

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Detroit

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year