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

Southwest, Delta, and American Airlines are the most popular carriers operating from Detroit Metropolitan Wayne County to Chicago

What airlines fly to Chicago?

Delta, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from Detroit Metropolitan Wayne County Airport according to our data. Delta is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many operators does momondo search for flights from Detroit Metropolitan Wayne County Airport to Chicago?

As of August 2025, there are 5 operators available to choose from for flights from Detroit Metropolitan Wayne County Airport to Chicago.

How old do you have to be to fly from Detroit Metropolitan Wayne County Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Detroit Metropolitan Wayne County Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$34 Cheap Flights from Detroit Metropolitan Wayne County Airport to Chicago in 2025

Q: How many flights depart from Detroit Metropolitan Wayne County Airport to Chicago on average per week?

The number of flights available between Detroit Metropolitan Wayne County Airport and Chicago is 414 per week as of August 2025. The most frequent departure day is Tue, with 24% of weekly flights leaving on this day.

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Find the cheapest flights from Detroit Metropolitan Wayne County Airport to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

7:10 am - 7:20 amDTW-MDW

1h 10mnonstop

10:05 am - 12:15 pmMDW-DTW

1h 10mnonstop

$67Southwest

Find Deal

Tue, Sep 16 - Tue, Sep 16

1:20 pm - 1:30 pmDTW-MDW

1h 10mnonstop

8:40 pm - 10:50 pmMDW-DTW

1h 10mnonstop

$82Southwest

Find Deal

Sat, Aug 30 - Mon, Sep 1

7:45 am - 8:04 amDTW-ORD

1h 19mnonstop

7:10 am - 9:30 amORD-DTW

1h 20mnonstop

$91Delta

Find Deal

Wed, Sep 10 - Tue, Sep 16

6:21 pm - 6:37 pmDTW-MDW

1h 16mnonstop

9:35 am - 11:45 amMDW-DTW

1h 10mnonstop

$91Delta

Find Deal

Wed, Sep 10 - Sat, Sep 20

6:55 am - 7:25 amDTW-ORD

1h 30mnonstop

6:45 am - 9:12 amORD-DTW

1h 27mnonstop

$96American Airlines

Find Deal

Sat, Aug 30 - Mon, Sep 1

2:10 pm - 2:37 pmDTW-ORD

1h 27mnonstop

7:55 pm - 10:22 pmORD-DTW

1h 27mnonstop

$110United Airlines

Find Deal

Sat, Aug 30 - Mon, Sep 1

6:55 am - 7:25 amDTW-ORD

1h 30mnonstop

12:12 pm - 2:42 pmORD-DTW

1h 30mnonstop

$118American Airlines

Find Deal

Sun, Aug 31 - Tue, Sep 2

12:00 pm - 7:42 pmDTW-ORD

8h 42m1 stop

11:13 am - 6:55 pmORD-DTW

6h 42m1 stop

$131Spirit Airlines

Find Deal

Tue, Sep 2 - Tue, Sep 9

7:30 am - 4:26 pmDTW-ORD

9h 56m1 stop

11:21 am - 6:15 pmORD-DTW

5h 54m1 stop

$145Spirit Airlines

Find Deal

Sat, Aug 23 - Sat, Aug 30

7:00 am - 7:27 amDTW-ORD

1h 27mnonstop

7:50 pm - 10:17 pmORD-DTW

1h 27mnonstop

$154United Airlines

Find Deal

Thu, Aug 28 - Sat, Aug 30

United Airlines flights from Detroit Metropolitan Wayne County Airport to Chicago

Our best United Airlines deals on Detroit Metropolitan Wayne County Airport to Chicago flight tickets

United Airlines

Aug 30

DTW2:10 pmDetroit Metropolitan Wayne County

1h 27m

ORD2:37 pmChicago O'Hare Intl

Sep 1

ORD7:55 pmChicago O'Hare Intl

1h 27m

DTW10:22 pmDetroit Metropolitan Wayne County

$110

Find similar

United Airlines

Aug 28

DTW7:00 amDetroit Metropolitan Wayne County

1h 27m

ORD7:27 amChicago O'Hare Intl

Aug 30

ORD7:50 pmChicago O'Hare Intl

1h 27m

DTW10:17 pmDetroit Metropolitan Wayne County

$154

Find similar

United Airlines

Dec 22

DTW2:12 pmDetroit Metropolitan Wayne County

1h 43m

ORD2:55 pmChicago O'Hare Intl

Jan 1

ORD7:55 pmChicago O'Hare Intl

1h 35m

DTW10:30 pmDetroit Metropolitan Wayne County

$157

Find similar

American Airlines flights from Detroit Metropolitan Wayne County Airport to Chicago

Our best American Airlines deals on Detroit Metropolitan Wayne County Airport to Chicago flight tickets

American Airlines

Aug 30

DTW6:55 amDetroit Metropolitan Wayne County

1h 30m

ORD7:25 amChicago O'Hare Intl

Sep 1

ORD6:45 amChicago O'Hare Intl

1h 27m

DTW9:12 amDetroit Metropolitan Wayne County

$96

Find similar

American Airlines

Aug 31

DTW6:55 amDetroit Metropolitan Wayne County

1h 30m

ORD7:25 amChicago O'Hare Intl

Sep 2

ORD12:12 pmChicago O'Hare Intl

1h 30m

DTW2:42 pmDetroit Metropolitan Wayne County

$118

Find similar

American Airlines

Aug 30

DTW6:55 amDetroit Metropolitan Wayne County

1h 30m

ORD7:25 amChicago O'Hare Intl

Aug 31

ORD6:45 amChicago O'Hare Intl

1h 27m

DTW9:12 amDetroit Metropolitan Wayne County

$124

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momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 9/16

7:10 am-7:20 am

Nonstop1h 10m

Chicago Midway

Tue 9/16

10:05 am-12:15 pm

Nonstop1h 10m

$67

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 8/30

1:20 pm-1:30 pm

Nonstop1h 10m

Chicago Midway

Mon 9/1

8:40 pm-10:50 pm

Nonstop1h 10m

$82

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 9/10

7:45 am-8:04 am

Nonstop1h 19m

Chicago O'Hare Intl

Tue 9/16

7:10 am-9:30 am

Nonstop1h 20m

$91

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 9/10

6:21 pm-6:37 pm

Nonstop1h 16m

Chicago Midway

Sat 9/20

9:35 am-11:45 am

Nonstop1h 10m

$91

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 8/30

6:55 am-7:25 am

Nonstop1h 30m

Chicago O'Hare Intl

Mon 9/1

6:45 am-9:12 am

Nonstop1h 27m

$96

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 8/30

2:10 pm-2:37 pm

Nonstop1h 27m

Chicago O'Hare Intl

Mon 9/1

7:55 pm-10:22 pm

Nonstop1h 27m

$110

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sun 8/31

6:55 am-7:25 am

Nonstop1h 30m

Chicago O'Hare Intl

Tue 9/2

12:12 pm-2:42 pm

Nonstop1h 30m

$118

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 9/2

12:00 pm-7:42 pm

1 stop8h 42m

Chicago O'Hare Intl

Tue 9/9

11:13 am-6:55 pm

1 stop6h 42m

$131

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 8/23

7:30 am-4:26 pm

1 stop9h 56m

Chicago O'Hare Intl

Sat 8/30

11:21 am-6:15 pm

1 stop5h 54m

$145

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 8/28

7:00 am-7:27 am

Nonstop1h 27m

Chicago O'Hare Intl

Sat 8/30

7:50 pm-10:17 pm

Nonstop1h 27m

$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 Metropolitan Wayne County Airport 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 cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Detroit Metropolitan Wayne County Airport, with most prices found around $96. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Detroit Metropolitan Wayne County Airport to Chicago during October average around $118.

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 $505. 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 Metropolitan Wayne County Airport to Chicago for around $758.

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 evening. Flights from Detroit Metropolitan Wayne County Airport to Chicago during this time can be as low as $467. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $895.

What is the cheapest Detroit Metropolitan Wayne County to Chicago flight route?

Fly from Detroit Metropolitan Wayne County to Chicago O'Hare Intl for the best Detroit Metropolitan Wayne County - 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 Metropolitan Wayne County Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $224 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Detroit Metropolitan Wayne County Airport for as low as $125 on momondo.

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

There are 4 cabin classes available to choose from on Detroit Metropolitan Wayne County 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 Metropolitan Wayne County Airport to Chicago flight prices changed over time?

As of August 2025, prices for Detroit Metropolitan Wayne County Airport to Chicago flights are approximately 75% cheaper when compared to flights at the same time last year.

When to book flights from Detroit Metropolitan Wayne County Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Detroit Metropolitan Wayne County Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Detroit Metropolitan Wayne County Airport to Chicago (DTW to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Detroit Metropolitan Wayne County Airport to Chicago

Best Price Found	$34
Fastest flight time	1h 05m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Detroit Metropolitan Wayne County Airport in the past 72 hours is $34. The best round-trip flight deal from Detroit Metropolitan Wayne County Airport to Chicago found on momondo in the last 72 hours is $67.

The fastest flight from Detroit Metropolitan Wayne County Airport to Chicago takes 1h 05m

Direct flights go from Detroit Metropolitan Wayne County Airport to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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How far is Detroit Metropolitan Wayne County to Chicago by plane?
The straight-line distance from Detroit Metropolitan Wayne County to Chicago is 220.5 mi. 1h 05m is a normal flight duration for this route.
When did momondo last update prices for flights from Detroit Metropolitan Wayne County Airport to Chicago?
Prices for flights from Detroit Metropolitan Wayne County Airport to Chicago refresh daily.
How many operators does momondo search for flights from Detroit Metropolitan Wayne County Airport to Chicago?
As of August 2025, there are 5 operators available to choose from for flights from Detroit Metropolitan Wayne County Airport to Chicago.
How old do you have to be to fly from Detroit Metropolitan Wayne County Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Detroit Metropolitan Wayne County Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Detroit Metropolitan Wayne County Airport to Chicago?
Based on momondo bookings for flights between Detroit Metropolitan Wayne County Airport and Chicago, the leading plane model is Boeing 737-900, making up 8.90% of the total bookings. Other popular models include Boeing 717-200 with 8.48%, Airbus A319 with 8.32%, and Canadair (Bombardier) Regional Jet 700 with 7.87%.
What is the most popular airline from Detroit Metropolitan Wayne County Airport to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Detroit Metropolitan Wayne County Airport to Chicago is Delta (41% of total bookings). The next most popular airlines are Spirit Airlines (22%), Southwest (16%), and United Airlines (11%).

Best airlines flying from Detroit Metropolitan Wayne County Airport to Chicago

Compare and see reviews for airlines that fly from Detroit Metropolitan Wayne County Airport to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $38	Free Cancellation	Rating 6.3 8,051 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $88	Free Cancellation	Rating 7.4 8,916 reviews	Search United Airlines flights
Delta	PriceFrom $95	Free Cancellation	Rating 8.0 7,985 reviews	Search Delta flights
American Airlines	PriceFrom $97	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $127	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights

Delta Flights From Detroit Metropolitan Wayne County Airport to Chicago
The lowest priced Delta flight from Detroit Metropolitan Wayne County Airport to Chicago from the last 72 hours was $95. Generally, Delta has 41 flights on this route every week with an average price of $243. Delta is rated 8.0/10 by our users.
Southwest Flights From Detroit Metropolitan Wayne County Airport to Chicago
$127 is the best Southwest flight deal from Detroit Metropolitan Wayne County Airport to Chicago found on momondo over the last 72 hours. The average Southwest ticket price found was closer to $250, however, with flight time and availability significantly affecting the price. Southwest (8.0/10 from 4,246 user reviews) flies into Chicago from Detroit Metropolitan Wayne County Airport 6 times in an average week so prices can vary.

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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?

momondo does allow users to show only those flights to Chicago from Detroit which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Detroit and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Detroit to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Cheap flights from Detroit Metropolitan Wayne County Airport to Chicago from $34

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Find the cheapest flights from Detroit Metropolitan Wayne County Airport to Chicago

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United Airlines flights from Detroit Metropolitan Wayne County Airport to Chicago

Our best United Airlines deals on Detroit Metropolitan Wayne County Airport to Chicago flight tickets

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Our best American Airlines deals on Detroit Metropolitan Wayne County Airport to Chicago flight tickets

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

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How to get the cheapest flight ticket from Detroit Metropolitan Wayne County Airport 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?

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 Metropolitan Wayne County to Chicago flight route?

Fly from Detroit Metropolitan Wayne County to Chicago O'Hare Intl for the best Detroit Metropolitan Wayne County - Chicago flight prices

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

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

There are 4 cabin classes available to choose from on Detroit Metropolitan Wayne County 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 Metropolitan Wayne County Airport to Chicago flight prices changed over time?

As of August 2025, prices for Detroit Metropolitan Wayne County Airport to Chicago flights are approximately 75% cheaper when compared to flights at the same time last year.

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

Southwest, Delta, and American Airlines are the most popular carriers operating from Detroit Metropolitan Wayne County to Chicago

What airlines fly to Chicago?

How many flights depart from Detroit Metropolitan Wayne County Airport to Chicago on average per day?

59 flights are operational daily from Detroit Metropolitan Wayne County Airport to Chicago as of August 2025. The most popular departure time for this route is 12:00PM, with 41% of flights per day taking off in the afternoon.

How many flights depart from Detroit Metropolitan Wayne County Airport to Chicago on average per week?

The number of flights available between Detroit Metropolitan Wayne County Airport and Chicago is 414 per week as of August 2025. The most frequent departure day is Tue, with 24% of weekly flights leaving on this day.

When to book flights from Detroit Metropolitan Wayne County Airport to Chicago

Cheap Detroit Metropolitan Wayne County Airport to Chicago (DTW to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Detroit Metropolitan Wayne County Airport to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Detroit Metropolitan Wayne County to Chicago by plane?

When did momondo last update prices for flights from Detroit Metropolitan Wayne County Airport to Chicago?

How many operators does momondo search for flights from Detroit Metropolitan Wayne County Airport to Chicago?

How old do you have to be to fly from Detroit Metropolitan Wayne County Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Detroit Metropolitan Wayne County Airport to Chicago?

What is the most popular airline from Detroit Metropolitan Wayne County Airport to Chicago?

Best airlines flying from Detroit Metropolitan Wayne County Airport to Chicago

Compare and see reviews for airlines that fly from Detroit Metropolitan Wayne County Airport to Chicago with momondo

Delta Flights From Detroit Metropolitan Wayne County Airport to Chicago

Southwest Flights From Detroit Metropolitan Wayne County Airport to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

How can momondo help me find flights 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?

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