HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$49+ Cheap flights from Detroit (DTT) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Detroit to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Detroit All airports to Chicago are usually found in October or April, booked 24 days in advance, depart on a Thursday or Friday and return on a Friday

Cheap flight deals from Detroit to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTT) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 19, 2025.

Round-trip from

$97
(Delta)

One-way from

$49
(United Airlines)

Popular in

June

Cheapest in

October

Average price

$174

Good round-trip deal

$230 or less

Good one-way deal

$144 or less
From Detroit (DTT) to Chicago (CHI)
Search Deals
One-way flight from Detroit (DTT) to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Detroit (DTT) to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Detroit (DTT) to Chicago (CHI).
Search Deals

Find flight deals from Detroit to Chicago

Cheapest flights from Detroit to Chicago
Explore the most affordable flight options available from Detroit to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2025.

This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/113:50 pmDTW - ORD
Nonstop1h 21mDelta
Mon 10/136:59 pmORD - DTW
Nonstop1h 32mDelta
Deal found 9/16$97
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/113:30 pmDTW - MDW
Nonstop1h 10mSouthwest
Mon 10/139:25 pmMDW - DTW
Nonstop1h 10mSouthwest
Deal found 9/16$97
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:40 pmDTW - MDW
1 stop5h 40mSouthwest
Thu 10/239:25 pmMDW - DTW
Nonstop1h 10mSouthwest
Deal found 9/16$107
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/141:30 pmDTW - MDW
2 stops6h 40mSouthwest
Tue 10/2110:00 amMDW - DTW
Nonstop1h 05mSouthwest
Deal found 9/16$112
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:15 amDTW - MDW
1 stop10h 40mSouthwest
Wed 10/88:50 pmMDW - DTW
Nonstop1h 10mSouthwest
Deal found 9/17$113
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:05 pmDTW - ORD
Nonstop1h 27mUnited Airlines
Mon 10/138:01 pmORD - DTW
Nonstop1h 27mUnited Airlines
Deal found 9/18$114
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/215:50 amDTW - ORD
1 stop7h 00mSouthwest
Tue 11/111:45 pmORD - DTW
1 stop6h 40mSouthwest
Deal found 9/17$117
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:40 pmDTW - MDW
1 stop5h 40mSouthwest
Mon 10/205:50 amMDW - DTW
1 stop5h 40mSouthwest
Deal found 9/18$117
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:15 amDTW - ORD
1 stop7h 30mSouthwest
Wed 10/223:10 pmORD - DTW
1 stop5h 15mSouthwest
Deal found 9/17$122
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/71:30 pmDTW - MDW
2 stops6h 40mSouthwest
Tue 10/1412:40 pmMDW - DTW
1 stop6h 20mSouthwest
Deal found 9/16$122
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/17:22 amDTW - MDW
1 stop12h 17mMultiple Airlines
Sat 11/81:37 pmMDW - DTW
1 stop5h 32mMultiple Airlines
Deal found 9/17$125
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/97:30 amDTW - ORD
Nonstop1h 20mDelta
Wed 10/157:10 amORD - DTW
Nonstop1h 19mDelta
Deal found 9/17$127

Cheapflights Fare Finder

 
Customize your flight search to find flights from Detroit 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, Cheapflights users made 2,558,603 searches. Data last updated September 19, 2025.
Use the filters below to find and compare flights from Detroit to Chicago that are best for you.

Fly from

Detroit

Fly to

Chicago

Route

Depart

Return

Price

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 10/13

11:00 am-11:33 am

Nonstop1h 33m

Chicago O'Hare Intl

Tue 10/14

9:05 pm-11:41 pm

Nonstop1h 36m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 10/11

8:00 pm-8:23 pm

Nonstop1h 23m

Chicago O'Hare Intl

Mon 10/13

6:59 pm-9:31 pm

Nonstop1h 32m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 10/20

6:05 pm-6:32 pm

Nonstop1h 27m

Chicago O'Hare Intl

Tue 10/21

8:01 pm-10:28 pm

Nonstop1h 27m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 11/3

8:00 pm-8:23 pm

Nonstop1h 23m

Chicago O'Hare Intl

Thu 11/6

10:30 am-12:53 pm

Nonstop1h 23m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 11/1

12:20 pm-12:40 pm

Nonstop1h 20m

Chicago O'Hare Intl

Sat 11/8

10:30 am-12:53 pm

Nonstop1h 23m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 10/15

9:15 am-9:48 am

Nonstop1h 33m

Chicago O'Hare Intl

Wed 10/22

2:25 pm-4:51 pm

Nonstop1h 26m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 11/8

8:45 am-9:12 am

Nonstop1h 27m

Chicago O'Hare Intl

Mon 11/10

8:55 am-11:27 am

Nonstop1h 32m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 10/20

8:00 pm-8:23 pm

Nonstop1h 23m

Chicago O'Hare Intl

Wed 10/22

8:55 am-11:16 am

Nonstop1h 21m

$97

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 11/10

5:52 pm-6:26 pm

Nonstop1h 34m

Chicago O'Hare Intl

Wed 11/12

10:46 am-1:13 pm

Nonstop1h 27m

$97

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 10/7

6:04 pm-6:25 pm

Nonstop1h 21m

Chicago Midway

Thu 10/9

9:35 am-11:45 am

Nonstop1h 10m

$97

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 50 results
1
2
3
...
5

Best time to book a flight from Detroit to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Detroit with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Detroit to Chicago

How far ahead should I book a flight from Detroit to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Detroit to Chicago. Price data was last updated on September 12, 2025.

The price you pay for your flight from Detroit to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 24 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Detroit to Chicago?

Currently, August is the cheapest month in which you can book a flight from Detroit to Chicago (average of $245). Flying from Detroit to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from DTT to CHI?

Find hourly flight availability from Detroit to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 19, 2025.

A simple way to save on the total cost of your ticket is to fly from Detroit to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 47% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Detroit to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Detroit to Chicago. Price data was last updated on September 14, 2025.

Travelers seeking maximum savings on their Detroit to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Detroit to Chicago

Explore weekly flight availability from Detroit to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 19, 2025.

The most flights from DTT to CHI are scheduled on a Friday (99 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 on average).

How much does it cost to fly round-trip from Detroit to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 19, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Detroit to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,030 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Detroit to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Detroit to Chicago?

    For a flight from Detroit to Chicago, you will be flying from All airports. Detroit All airports (DTT) is just 0.6 mi from the center of the city. All airports is the only Detroit airport and it handles 81 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Detroit All airports on a regular basis.

  • How long is the flight from Detroit to Chicago?

    For as low as $97, United Airlines can have you in Chicago from Detroit in 1h 23m. Airlines will cover a distance of 234 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Detroit to Chicago round-trip?

    Our cheapest airline available from Detroit to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $38 on this airline. Additional options worth looking into are United Airlines and Southwest, starting at $97 and $97 round-trip. These flights start at 82% lower than the current average price 3 months from now.

  • What are the most popular routes from Detroit to Chicago?

    When deciding which route to take from Detroit to Chicago consider Detroit Metropolitan Wayne County - Chicago O'Hare Intl, Detroit Metropolitan Wayne County - Chicago Midway or Detroit Metropolitan Wayne County - Chicago Greater Rockford as they are the most popular.

  • What are the most reliable airlines from Detroit to Chicago?

    The top 3 most reliable airlines when flying from Detroit to Chicago are ITA Airways (100%), Endeavor Airlines (88%) and Copa Airlines (85%).

  • What are the cheapest flights from Detroit to Chicago?

    The cheapest flight price from Detroit to Chicago is $48. On average you can expect to pay $994. The most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), can usually be booked for $97.

  • Can I find deals for flights from Detroit to Chicago that include hotel bookings?

    Yes. In addition to deals on Detroit to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Detroit to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Detroit to Chicago.

  • Can I find deals for business class flights from Detroit to Chicago?

    Yes. Cheapflights offers flight deals from Detroit to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Detroit to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Detroit to Chicago (average of $245). Flying from Detroit to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Detroit to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Detroit to O'Hare Intl flights
Detroit to Midway flights
Detroit to St. Louis flights
O'Hare Intl to St. Louis flights
Marquette to St. Louis flights
Flint to O'Hare Intl flights
Midway to St. Louis flights
Grand Rapids to O'Hare Intl flights
Traverse City to O'Hare Intl flights
Bay City to O'Hare Intl flights
Grand Rapids to St. Louis flights
Muskegon to O'Hare Intl flights
Grand Rapids to Midway flights
Lansing to O'Hare Intl flights
Kalamazoo to O'Hare Intl flights
Traverse City to Midway flights
Kalamazoo to Midway flights
South Bend to O'Hare Intl flights
Lansing to Midway flights
Marquette to O'Hare Intl flights
Flint to St. Louis flights
Bay City to St. Louis flights
O'Hare Intl to Evansville flights
O'Hare Intl to Peoria flights
South Bend to St. Louis flights
Sault Ste. Marie to O'Hare Intl flights
Pellston to O'Hare Intl flights
Traverse City to St. Louis flights
O'Hare Intl to Burlington flights
O'Hare Intl to Decatur flights
Bay City to Midway flights
Sault Ste. Marie to Midway flights
O'Hare Intl to Moline flights
Flint to Midway flights
Detroit to Moline flights
Lansing to St. Louis flights
Kalamazoo to St. Louis flights
Marquette to Midway flights
Detroit to Peoria flights
Flint to Peoria flights
O'Hare Intl to Champaign flights
O'Hare Intl to Paducah flights
O'Hare Intl to Bloomington flights
O'Hare Intl to Springfield flights
Detroit to Evansville flights
Ironwood to O'Hare Intl flights
Midway to Bloomington flights
Detroit to Champaign flights
Iron Mountain to St. Louis flights

Top 5 airlines flying from Detroit to Chicago

Discover the top 5 airlines that operate flights from Detroit to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$86FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$97Average$277FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$97Average$275FlexibilityNo cancel feeOn-time63%
DeltaCheapest$97Average$248FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$107Average$237FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.