Cheap flights from Detroit Metropolitan Wayne County Airport to Chicago from $47

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 Metropolitan Wayne County Airport to Chicago departing on 10/30. 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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Cheap round-trip flights

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Delta Logo
8:25 am - 8:40 amDTW-MDW
1h 15mnonstop
Delta Logo
9:35 am - 11:45 amMDW-DTW
1h 10mnonstop
$98Delta
Find Deal
Thu, Oct 23 - Mon, Oct 27
Southwest Logo
5:25 am - 12:45 pmDTW-ORD
8h 20m1 stop
Southwest Logo
2:50 pm - 10:10 pmORD-DTW
6h 20m1 stop
$102Southwest
Find Deal
Thu, Oct 23 - Mon, Oct 27
Southwest Logo
5:25 am - 10:15 amDTW-MDW
5h 50m1 stop
Southwest Logo
4:35 pm - 12:05 amMDW-DTW
6h 30m2 stops
$102Southwest
Find Deal
Thu, Oct 23 - Mon, Oct 27
United Airlines Logo
7:00 am - 7:27 amDTW-ORD
1h 27mnonstop
United Airlines Logo
10:50 am - 1:12 pmORD-DTW
1h 22mnonstop
$137United Airlines
Find Deal
Thu, Oct 23 - Sat, Oct 25
United Airlines Logo
6:00 am - 6:40 amDTW-ORD
1h 40mnonstop
United Airlines Logo
7:50 pm - 10:15 pmORD-DTW
1h 25mnonstop
$138United Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
Frontier Logo
6:56 pm - 11:06 pmDTW-ORD
5h 10m1 stop
Frontier Logo
5:05 am - 4:03 pmORD-DTW
9h 58m1 stop
$144Frontier
Find Deal
Thu, Oct 23 - Mon, Oct 27
Frontier Logo
4:58 pm - 11:46 pmDTW-MDW
7h 48m1 stop
Frontier Logo
6:15 am - 4:03 pmMDW-DTW
8h 48m1 stop
$144Frontier
Find Deal
Fri, Oct 17 - Mon, Oct 20
American Airlines Logo
7:32 pm - 8:14 pmDTW-ORD
1h 42mnonstop
American Airlines Logo
4:55 pm - 7:26 pmORD-DTW
1h 31mnonstop
$146American Airlines
Find Deal
Wed, Nov 26 - Thu, Dec 11
Delta Logo
9:20 am - 9:43 amDTW-ORD
1h 23mnonstop
Delta Logo
7:10 am - 9:29 amORD-DTW
1h 19mnonstop
$147Delta
Find Deal
Thu, Oct 23 - Sun, Oct 26
American Airlines Logo
6:45 am - 7:12 amDTW-ORD
1h 27mnonstop
American Airlines Logo
4:15 pm - 6:43 pmORD-DTW
1h 28mnonstop
$151American Airlines
Find Deal
Tue, Nov 18 - Thu, Nov 20

Southwest flights from Detroit Metropolitan Wayne County Airport to Chicago

Our best Southwest deals on Detroit Metropolitan Wayne County Airport to Chicago flight tickets
Southwest
Oct 23
DTW5:25 amDetroit Metropolitan Wayne County
8h 20m
1 stop
ORD12:45 pmChicago O'Hare Intl
Oct 27
ORD2:50 pmChicago O'Hare Intl
6h 20m
1 stop
DTW10:10 pmDetroit Metropolitan Wayne County
Southwest
Oct 28
DTW1:30 pmDetroit Metropolitan Wayne County
6h 40m
2 stops
MDW7:10 pmChicago Midway
Nov 4
MDW2:30 pmChicago Midway
7h 05m
2 stops
DTW10:35 pmDetroit Metropolitan Wayne County
Southwest
Oct 30
DTW5:25 amDetroit Metropolitan Wayne County
8h 20m
1 stop
ORD12:45 pmChicago O'Hare Intl
Oct 30
ORD1:50 pmChicago O'Hare Intl
9h 15m
1 stop
DTW12:05 amDetroit Metropolitan Wayne County

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
Oct 23
DTW6:56 pmDetroit Metropolitan Wayne County
5h 10m
1 stop
ORD11:06 pmChicago O'Hare Intl
Oct 27
ORD5:05 amChicago O'Hare Intl
9h 58m
1 stop
DTW4:03 pmDetroit Metropolitan Wayne County
Frontier
Oct 23
DTW6:56 pmDetroit Metropolitan Wayne County
5h 10m
1 stop
ORD11:06 pmChicago O'Hare Intl
Oct 27
ORD8:15 amChicago O'Hare Intl
8h 46m
1 stop
DTW6:01 pmDetroit Metropolitan Wayne County
Frontier
Oct 24
DTW6:12 pmDetroit Metropolitan Wayne County
6h 27m
1 stop
ORD11:39 pmChicago O'Hare Intl
Oct 26
ORD10:51 amChicago O'Hare Intl
13h 08m
1 stop
DTW12:59 amDetroit Metropolitan Wayne County

momondo Fare Finder

 
Customize your flight search to find flights from Detroit Metropolitan Wayne County Airport 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 October 2, 2025.
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

Thu 10/23

8:25 am-8:40 am

Nonstop1h 15m

Chicago Midway

Mon 10/27

9:35 am-11:45 am

Nonstop1h 10m

$98

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 10/23

5:25 am-12:45 pm

1 stop8h 20m

Chicago O'Hare Intl

Mon 10/27

2:50 pm-10:10 pm

1 stop6h 20m

$102

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 10/23

5:25 am-10:15 am

1 stop5h 50m

Chicago Midway

Mon 10/27

4:35 pm-12:05 am

2 stops6h 30m

$102

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 10/23

7:00 am-7:27 am

Nonstop1h 27m

Chicago O'Hare Intl

Sat 10/25

10:50 am-1:12 pm

Nonstop1h 22m

$137

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 11/6

6:00 am-6:40 am

Nonstop1h 40m

Chicago O'Hare Intl

Mon 11/10

7:50 pm-10:15 pm

Nonstop1h 25m

$138

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 10/23

6:56 pm-11:06 pm

1 stop5h 10m

Chicago O'Hare Intl

Mon 10/27

5:05 am-4:03 pm

1 stop9h 58m

$144

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Fri 10/17

4:58 pm-11:46 pm

1 stop7h 48m

Chicago Midway

Mon 10/20

6:15 am-4:03 pm

1 stop8h 48m

$144

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 11/26

7:32 pm-8:14 pm

Nonstop1h 42m

Chicago O'Hare Intl

Thu 12/11

4:55 pm-7:26 pm

Nonstop1h 31m

$146

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 10/23

9:20 am-9:43 am

Nonstop1h 23m

Chicago O'Hare Intl

Sun 10/26

7:10 am-9:29 am

Nonstop1h 19m

$147

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 11/18

6:45 am-7:12 am

Nonstop1h 27m

Chicago O'Hare Intl

Thu 11/20

4:15 pm-6:43 pm

Nonstop1h 28m

$151

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 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 $121. 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 $127.

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 $533. 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 $776.

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 $506. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $891.

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 $236 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 $152 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 October 2025, prices for Detroit Metropolitan Wayne County Airport to Chicago flights are approximately 71% 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

$170

Fastest flight time

1h 10m

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 $170. The best round-trip flight deal from Detroit Metropolitan Wayne County Airport to Chicago found on momondo in the last 72 hours is $270.
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 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
  • 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
Spirit AirlinesPriceFrom $51Free CancellationRating
6.3
8,070 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $97Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,248 reviews
Search Southwest flights
DeltaPriceFrom $97Free CancellationRating
7.9
7,962 reviews
Search Delta flights
United AirlinesPriceFrom $99Free CancellationRating
7.4
8,933 reviews
Search United Airlines 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 $97. Generally, Southwest has 9 flights on this route every week with an average price of $276. Southwest is rated 8.0/10 by our users.

  • Delta Flights From Detroit Metropolitan Wayne County Airport to Chicago

    $97 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 $255, however, with flight time and availability significantly affecting the price. Delta (7.9/10 from 7,962 user reviews) flies into Chicago from Detroit Metropolitan Wayne County Airport 36 times in an average week so prices can vary.

Traveling to a place near Chicago?

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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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1 adult
Sat 11/1
Sat 11/8

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