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Cheap flights from Detroit Metropolitan Wayne County Airport to Chicago from $99

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:00 am - 8:48 amDTW  Detroit Metropolitan Wayne County-ORD Chicago O'Hare Intl
1h 48mnonstop
American Airlines Logo
6:45 pm - 9:31 pmORD  Chicago O'Hare Intl-DTW Detroit Metropolitan Wayne County
1h 46mnonstop
$197American Airlines
Wed, Dec 30 - Fri, Jan 1
American Airlines Logo
1:40 pm - 2:17 pmDTW  Detroit Metropolitan Wayne County-ORD Chicago O'Hare Intl
1h 37mnonstop
American Airlines Logo
6:59 am - 9:33 amORD  Chicago O'Hare Intl-DTW Detroit Metropolitan Wayne County
1h 34mnonstop
$197American Airlines
Mon, Dec 7 - Tue, Dec 8
Delta Logo
1:32 pm - 1:56 pmDTW  Detroit Metropolitan Wayne County-ORD Chicago O'Hare Intl
1h 24mnonstop
Delta Logo
7:15 pm - 9:55 pmORD  Chicago O'Hare Intl-DTW Detroit Metropolitan Wayne County
1h 40mnonstop
$197Delta
Tue, Dec 8 - Fri, Dec 11
Delta Logo
7:45 pm - 8:15 pmDTW  Detroit Metropolitan Wayne County-ORD Chicago O'Hare Intl
1h 30mnonstop
Delta Logo
7:15 pm - 9:55 pmORD  Chicago O'Hare Intl-DTW Detroit Metropolitan Wayne County
1h 40mnonstop
$197Delta
Thu, Dec 3 - Fri, Dec 11
United Airlines Logo
7:05 am - 7:39 amDTW  Detroit Metropolitan Wayne County-ORD Chicago O'Hare Intl
1h 34mnonstop
United Airlines Logo
2:35 pm - 5:06 pmORD  Chicago O'Hare Intl-DTW Detroit Metropolitan Wayne County
1h 31mnonstop
$197United Airlines
Thu, Dec 3 - Mon, Dec 7
United Airlines Logo
10:30 am - 11:11 amDTW  Detroit Metropolitan Wayne County-ORD Chicago O'Hare Intl
1h 41mnonstop
United Airlines Logo
9:20 pm - 11:44 pmORD  Chicago O'Hare Intl-DTW Detroit Metropolitan Wayne County
1h 24mnonstop
$197United Airlines
Wed, Dec 2 - Wed, Dec 9
Southwest Logo
8:50 am - 9:10 amDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
8:20 am - 10:30 amMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
1h 10mnonstop
$197Southwest
Wed, Dec 2 - Wed, Dec 9
Frontier Logo
8:01 pm - 7:54 amDTW  Detroit Metropolitan Wayne County-ORD Chicago O'Hare Intl
12h 53m1 stop Dallas/Fort Worth
Frontier Logo
7:25 am - 1:10 amORD  Chicago O'Hare Intl-DTW Detroit Metropolitan Wayne County
16h 45m1 stop Denver Intl
$198Frontier
Thu, Dec 3 - Mon, Dec 7
Frontier Logo
8:01 pm - 7:54 amDTW  Detroit Metropolitan Wayne County-ORD Chicago O'Hare Intl
12h 53m1 stop Dallas/Fort Worth
Frontier Logo
5:35 am - 7:10 pmORD  Chicago O'Hare Intl-DTW Detroit Metropolitan Wayne County
12h 35m1 stop Orlando
$198Frontier
Thu, Dec 3 - Fri, Dec 11
Southwest Logo
2:10 pm - 2:20 pmDTW  Detroit Metropolitan Wayne County-MDW Chicago Midway
1h 10mnonstop
Southwest Logo
2:25 pm - 9:00 pmMDW  Chicago Midway-DTW Detroit Metropolitan Wayne County
5h 35m1 stop Nashville Intl
$207Southwest
Wed, Jan 13 - Wed, Jan 20

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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
Dec 3
DTW5:56 pmDetroit Metropolitan Wayne County
1h 30m
ORD6:26 pmChicago O'Hare Intl
Dec 7
ORD8:39 amChicago O'Hare Intl
1h 25m
DTW11:04 amDetroit Metropolitan Wayne County
$197
Delta
Dec 3
DTW5:56 pmDetroit Metropolitan Wayne County
1h 30m
ORD6:26 pmChicago O'Hare Intl
Dec 7
ORD8:39 amChicago O'Hare Intl
1h 25m
DTW11:04 amDetroit Metropolitan Wayne County
$198
Delta
Dec 12
DTW10:10 amDetroit Metropolitan Wayne County
1h 39m
ORD10:49 amChicago O'Hare Intl
Dec 30
ORD10:30 amChicago O'Hare Intl
1h 29m
DTW12:59 pmDetroit Metropolitan Wayne County
$219

Frontier flights from Detroit Metropolitan Wayne County Airport to Chicago

Our best Frontier deals on Detroit Metropolitan Wayne County Airport to Chicago flight tickets
Frontier
Dec 3
DTW8:01 pmDetroit Metropolitan Wayne County
12h 53m
1 stop
ORD7:54 amChicago O'Hare Intl
Dec 7
ORD7:25 amChicago O'Hare Intl
16h 45m
1 stop
DTW1:10 amDetroit Metropolitan Wayne County
$199
Frontier
Dec 2
DTW10:16 amDetroit Metropolitan Wayne County
12h 19m
1 stop
ORD9:35 pmChicago O'Hare Intl
Dec 3
ORD8:30 amChicago O'Hare Intl
11h 18m
1 stop
DTW8:48 pmDetroit Metropolitan Wayne County
$201
Frontier
Dec 7
DTW9:45 pmDetroit Metropolitan Wayne County
17h 45m
1 stop
ORD2:30 pmChicago O'Hare Intl
Dec 15
ORD8:30 amChicago O'Hare Intl
7h 53m
1 stop
DTW5:23 pmDetroit Metropolitan Wayne County
$203

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

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Route

Depart

Return

Price

Cheapest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Wed 12/30

8:00 am-8:48 am

Nonstop1h 48m

Chicago O'Hare Intl

Fri 1/1

6:45 pm-9:31 pm

Nonstop1h 46m

$197

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Mon 12/7

1:40 pm-2:17 pm

Nonstop1h 37m

Chicago O'Hare Intl

Tue 12/8

6:59 am-9:33 am

Nonstop1h 34m

$197

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Tue 12/8

1:32 pm-1:56 pm

Nonstop1h 24m

Chicago O'Hare Intl

Fri 12/11

7:15 pm-9:55 pm

Nonstop1h 40m

$197

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Thu 12/3

7:45 pm-8:15 pm

Nonstop1h 30m

Chicago O'Hare Intl

Fri 12/11

7:15 pm-9:55 pm

Nonstop1h 40m

$197

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Thu 12/3

7:05 am-7:39 am

Nonstop1h 34m

Chicago O'Hare Intl

Mon 12/7

2:35 pm-5:06 pm

Nonstop1h 31m

$197

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Wed 12/2

10:30 am-11:11 am

Nonstop1h 41m

Chicago O'Hare Intl

Wed 12/9

9:20 pm-11:44 pm

Nonstop1h 24m

$197
Quickest round-trip

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 12/2

8:50 am-9:10 am

Nonstop1h 20m

Chicago Midway

Wed 12/9

8:20 am-10:30 am

Nonstop1h 10m

$197

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Thu 12/3

8:01 pm-7:54 am

1 stop12h 53m

Chicago O'Hare Intl

Mon 12/7

7:25 am-1:10 am

1 stop16h 45m

$198

DetroitChicago

DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl

DTWORD

Detroit Metropolitan Wayne County

Thu 12/3

8:01 pm-7:54 am

1 stop12h 53m

Chicago O'Hare Intl

Fri 12/11

5:35 am-7:10 pm

1 stop12h 35m

$198

DetroitChicago

DTW Detroit Metropolitan Wayne County - MDW Chicago Midway

DTWMDW

Detroit Metropolitan Wayne County

Wed 1/13

2:10 pm-2:20 pm

Nonstop1h 10m

Chicago Midway

Wed 1/20

2:25 pm-9:00 pm

1 stop5h 35m

$207

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 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 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 $347 to $525.
The lowest price recently found on this route was $197.

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Detroit Metropolitan Wayne County Airport, with most prices found around $279. If you’re not able to fly to Chicago in December, then April is your next best option. Flight prices from Detroit Metropolitan Wayne County Airport to Chicago during April average around $309.

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 $542. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, 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 $794.

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 $557. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,015.

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 $375 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 $199 on momondo.

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

There are 4 cabin classes available to choose from on Detroit Metropolitan Wayne County Airport 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 November 2026, prices for Detroit Metropolitan Wayne County Airport to Chicago flights are approximately 113% 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

$99

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 $99. The best round-trip flight deal from Detroit Metropolitan Wayne County Airport to Chicago found on momondo in the last 72 hours is $197.
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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $70Free CancellationRating
5.5
2,506 reviews
Search Frontier flights
American AirlinesPriceFrom $164Free CancellationRating
7.0
12,224 reviews
Search American Airlines flights
United AirlinesPriceFrom $183Free CancellationRating
7.3
10,471 reviews
Search United Airlines flights
DeltaPriceFrom $191Free CancellationRating
7.8
8,700 reviews
Search Delta flights
SouthwestPriceFrom $193Free CancellationRating
8.0
4,219 reviews
Search Southwest flights

  • Southwest Flights From Detroit Metropolitan Wayne County Airport to Chicago

    The lowest priced Southwest flight from Detroit Metropolitan Wayne County Airport to Chicago from the last 72 hours was $193. Generally, Southwest has 12 flights on this route every week with an average price of $421. Southwest is rated 8.0/10 by our users.

  • Delta Flights From Detroit Metropolitan Wayne County Airport to Chicago

    $191 is the best Delta flight deal from Detroit Metropolitan Wayne County Airport to Chicago found on momondo over the last 72 hours. The average Delta ticket price found was closer to $359, however, with flight time and availability significantly affecting the price. Delta (7.8/10 from 8,700 user reviews) flies into Chicago from Detroit Metropolitan Wayne County Airport 41 times in an average week so prices can vary.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Benton Harbor
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport