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

Delta and Frontier are the most popular carriers operating from Detroit Metropolitan Wayne County to Chicago

What airlines fly to Chicago?

Delta, United Airlines and American 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 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 operators does momondo search for flights from Detroit Metropolitan Wayne County Airport to Chicago?

As of May 2026, there are 4 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.

$69 Cheap Flights from Detroit Metropolitan Wayne County Airport to Chicago in 2026

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

66 flights are operational daily from Detroit Metropolitan Wayne County Airport to Chicago as of May 2026. The most popular departure time for this route is 9:00AM, with 42% of flights per day taking off at noon.

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 463 per week as of May 2026. The most frequent departure day is Tue, with 22% of weekly flights leaving on this day.

Q: What is the typical price of a round-trip flight between Detroit Metropolitan Wayne County Airport and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $306 to $169. The lowest price recently found on this route was $155.

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

Round-trip

One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:43 pm - 11:12 am

DTW

MDW

18h 29m

1 stop

6:00 am - 12:39 am

MDW

DTW

17h 39m

1 stop

$155Frontier

Mon, May 25 - Mon, Jun 1

1:59 pm - 7:55 am

DTW

ORD

18h 56m

1 stop

6:55 am - 12:38 am

ORD

DTW

16h 43m

1 stop

$156Frontier

Tue, May 26 - Thu, May 28

8:10 pm - 11:10 pm

DTW

MDW

4h 00m

1 stop

5:20 pm - 10:25 pm

MDW

DTW

4h 05m

1 stop

$157Southwest

Wed, Jun 17 - Wed, Jun 24

6:10 am - 12:50 pm

DTW

ORD

7h 40m

1 stop

2:40 pm - 9:35 pm

ORD

DTW

5h 55m

1 stop

$162Southwest

Tue, May 26 - Wed, May 27

12:35 pm - 1:01 pm

DTW

ORD

1h 26mnonstop

7:00 am - 9:29 am

ORD

DTW

1h 29mnonstop

$164Delta

Tue, May 26 - Thu, May 28

6:19 pm - 6:33 pm

DTW

MDW

1h 14mnonstop

1:22 pm - 3:35 pm

MDW

DTW

1h 13mnonstop

$164Delta

Tue, May 26 - Thu, May 28

6:45 am - 7:30 am

DTW

ORD

1h 45mnonstop

6:56 pm - 9:34 pm

ORD

DTW

1h 38mnonstop

$172American Airlines

Tue, Jun 23 - Wed, Jun 24

7:40 pm - 7:50 pm

DTW

MDW

1h 10mnonstop

7:00 pm - 12:15 am

MDW

DTW

4h 15m

1 stop

$174Southwest

Tue, Jun 2 - Thu, Jun 4

6:57 pm - 7:45 am

DTW

RFD

13h 48m

1 stop

11:27 am - 4:53 pm

RFD

DTW

28h 26m

2 stops

$390Multiple Airlines

Thu, Jun 4 - Sun, Jun 14

7:29 pm - 7:45 am

DTW

RFD

13h 16m

1 stop

7:53 pm - 11:35 am

RFD

DTW

14h 42m

2 stops

$492Multiple Airlines

Thu, Jun 18 - Mon, Jun 22

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Delta flights from Detroit Metropolitan Wayne County Airport to Chicago

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

Delta

May 26

DTW7:45 pmDetroit Metropolitan Wayne County

1h 29m

ORD8:14 pmChicago O'Hare Intl

May 30

ORD1:44 pmChicago O'Hare Intl

1h 26m

DTW4:10 pmDetroit Metropolitan Wayne County

$164

Delta

May 30

DTW10:00 amDetroit Metropolitan Wayne County

1h 29m

ORD10:29 amChicago O'Hare Intl

Jun 6

ORD5:19 pmChicago O'Hare Intl

1h 25m

DTW7:44 pmDetroit Metropolitan Wayne County

$191

Delta

May 28

DTW5:40 pmDetroit Metropolitan Wayne County

1h 25m

ORD6:05 pmChicago O'Hare Intl

Jun 1

ORD7:00 amChicago O'Hare Intl

1h 29m

DTW9:29 amDetroit Metropolitan Wayne County

$193

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

Jun 23

DTW6:45 amDetroit Metropolitan Wayne County

1h 45m

ORD7:30 amChicago O'Hare Intl

Jun 24

ORD6:56 pmChicago O'Hare Intl

1h 38m

DTW9:34 pmDetroit Metropolitan Wayne County

$172

American Airlines

May 26

DTW10:17 amDetroit Metropolitan Wayne County

1h 38m

ORD10:55 amChicago O'Hare Intl

May 27

ORD6:55 amChicago O'Hare Intl

5h 08m

1 stop

DTW1:03 pmDetroit Metropolitan Wayne County

$206

American Airlines

Jun 17

DTW1:02 pmDetroit Metropolitan Wayne County

1h 34m

ORD1:36 pmChicago O'Hare Intl

Jun 24

ORD5:34 pmChicago O'Hare Intl

5h 59m

1 stop

DTW12:33 amDetroit Metropolitan Wayne County

$217

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.

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Fly to

Route

Depart

Return

Price

Cheapest round-trip

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Mon 5/25

5:43 pm-11:12 am

1 stop18h 29m

Chicago Midway

Mon 6/1

6:00 am-12:39 am

1 stop17h 39m

$155

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 5/26

1:59 pm-7:55 am

1 stop18h 56m

Chicago O'Hare Intl

Thu 5/28

6:55 am-12:38 am

1 stop16h 43m

$156

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 6/17

8:10 pm-11:10 pm

1 stop4h 00m

Chicago Midway

Wed 6/24

5:20 pm-10:25 pm

1 stop4h 05m

$157

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 5/26

6:10 am-12:50 pm

1 stop7h 40m

Chicago O'Hare Intl

Wed 5/27

2:40 pm-9:35 pm

1 stop5h 55m

$162

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 5/26

12:35 pm-1:01 pm

Nonstop1h 26m

Chicago O'Hare Intl

Thu 5/28

7:00 am-9:29 am

Nonstop1h 29m

$164

Quickest round-trip

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 5/26

6:19 pm-6:33 pm

Nonstop1h 14m

Chicago Midway

Thu 5/28

1:22 pm-3:35 pm

Nonstop1h 13m

$164

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 6/23

6:45 am-7:30 am

Nonstop1h 45m

Chicago O'Hare Intl

Wed 6/24

6:56 pm-9:34 pm

Nonstop1h 38m

$172

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 6/2

7:40 pm-7:50 pm

Nonstop1h 10m

Chicago Midway

Thu 6/4

7:00 pm-12:15 am

1 stop4h 15m

$174

DetroitChicago

DTW - RFD

DTWRFD

Detroit Metropolitan Wayne County

Thu 6/4

6:57 pm-7:45 am

1 stop13h 48m

Chicago Greater Rockford

Sun 6/14

11:27 am-4:53 pm

2 stops28h 26m

$390

DetroitChicago

DTW - RFD

DTWRFD

Detroit Metropolitan Wayne County

Thu 6/18

7:29 pm-7:45 am

1 stop13h 16m

Chicago Greater Rockford

Mon 6/22

7:53 pm-11:35 am

2 stops14h 42m

$492

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 typical price of a round-trip flight between Detroit Metropolitan Wayne County Airport 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 Metropolitan Wayne County Airport, with most prices found around $45. If you’re not able to fly to Chicago in September, then June is your next best option. Flight prices from Detroit Metropolitan Wayne County Airport to Chicago during June average around $46.

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 $523. 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 $696.

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 Metropolitan Wayne County Airport to Chicago during this time can be as low as $517. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $900.

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

Fly from Detroit Metropolitan Wayne County to Chicago Midway for the best Detroit Metropolitan Wayne County - Chicago flight prices

How far in advance should I book a flight from Detroit Metropolitan Wayne County Airport 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 $287 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 $111 on momondo.

How have Detroit Metropolitan Wayne County Airport to Chicago flight prices changed over time?

As of May 2026, prices for Detroit Metropolitan Wayne County Airport to Chicago flights are approximately 0% more expensive 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	$162
Fastest flight time	1h 10m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Detroit Metropolitan Wayne County Airport in the past 72 hours is $162. The best round-trip flight deal from Detroit Metropolitan Wayne County Airport to Chicago found on momondo in the last 72 hours is $394.

The fastest flight from Detroit Metropolitan Wayne County Airport to Chicago takes 1h 10m

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

There are 3 airports in Chicago. From Detroit Metropolitan Wayne County Airport there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Detroit Metropolitan Wayne County Airport to Chicago

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 10m 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 May 2026, there are 4 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 Airbus A320-100/200, making up 10.32% of the total bookings. Other popular models include Airbus A319 with 9.66%, Canadair (Bombardier) Regional Jet 700 with 7.93%, and Embraer 175 (Enhanced Winglets) with 7.34%.
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 (50% of total bookings). The next most popular airlines are United Airlines (22%), Southwest (19%), and American Airlines (9%).

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
United Airlines	PriceFrom $94	Free Cancellation	Rating 7.4 9,683 reviews	Search United Airlines flights
Delta	PriceFrom $97	Free Cancellation	Rating 7.9 8,459 reviews	Search Delta flights
Southwest	PriceFrom $97	Free Cancellation	Rating 7.9 4,305 reviews	Search Southwest flights
American Airlines	PriceFrom $117	Free Cancellation	Rating 7.1 11,668 reviews	Search American Airlines 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 $97. Generally, Delta has 18 flights on this route every week with an average price of $276. Delta is rated 7.9/10 by our users.
Southwest Flights From Detroit Metropolitan Wayne County Airport to Chicago
$97 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 $317, however, with flight time and availability significantly affecting the price. Southwest (7.9/10 from 4,305 user reviews) flies into Chicago from Detroit Metropolitan Wayne County Airport 15 times in an average week so prices can vary.

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Saint John

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 $69

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Delta flights from Detroit Metropolitan Wayne County Airport to Chicago

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

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

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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

What is the typical price of a round-trip flight between Detroit Metropolitan Wayne County Airport 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 Metropolitan Wayne County to Chicago flight route?

How far in advance should I book a flight from Detroit Metropolitan Wayne County Airport to Chicago?

How have Detroit Metropolitan Wayne County Airport to Chicago flight prices changed over time?

What is the cheapest airline that flies 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?

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

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

Frequently asked questions about flying 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?

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An easier way to manage your Chicago trip

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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

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

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