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$64+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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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”

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Cheapflights Tip: The best prices from Detroit All airports to Chicago are usually found in April or September, booked 39 days in advance, depart on a Thursday or Friday and return on a Friday

Cheap 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 December 23, 2025.

This United Airlines deal was found by Cheapflights users on 12/20. 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.
Wed 12/316:00 pmDTW - ORD
Nonstop1h 41mUnited Airlines
Thu 1/19:05 pmORD - DTW
Nonstop1h 33mUnited Airlines
Deal found 12/20$175
This American Airlines deal was found by Cheapflights users on 12/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:39 pmDTW - ORD
Nonstop1h 53mAmerican Airlines
Thu 1/14:05 pmORD - DTW
1 stop5h 29mAmerican Airlines
Deal found 12/20$215
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
Wed 12/319:28 pmDTW - ORD
1 stop12h 03mMultiple Airlines
Wed 1/74:49 pmORD - DTW
1 stop20h 26mMultiple Airlines
Deal found 12/21$228
This Southwest deal was found by Cheapflights users on 12/20. 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 12/317:00 pmDTW - MDW
Nonstop1h 10mSouthwest
Thu 1/110:00 amMDW - DTW
Nonstop1h 20mSouthwest
Deal found 12/20$235
This Frontier deal was found by Cheapflights users on 12/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:20 pmDTW - ORD
1 stop12h 52mFrontier
Mon 1/56:00 amORD - DTW
1 stop10h 11mFrontier
Deal found 12/20$242
This Frontier deal was found by Cheapflights users on 12/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:20 pmDTW - ORD
1 stop12h 52mFrontier
Fri 1/25:15 amORD - DTW
1 stop9h 13mFrontier
Deal found 12/19$243
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:32 pmDTW - ORD
1 stop18h 38mAmerican Airlines
Thu 12/2511:30 amORD - DTW
Nonstop1h 33mAmerican Airlines
Deal found 12/21$253
This Frontier deal was found by Cheapflights users on 12/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/229:37 amDTW - ORD
1 stop12h 49mFrontier
Sat 1/248:00 amORD - DTW
1 stop13h 04mFrontier
Deal found 12/19$265
This Frontier deal was found by Cheapflights users on 12/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:20 pmDTW - ORD
1 stop12h 52mFrontier
Thu 1/15:25 amORD - DTW
1 stop4h 55mFrontier
Deal found 12/21$267
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
Wed 12/319:28 pmDTW - ORD
1 stop25h 39mSpirit Airlines
Mon 1/54:38 pmORD - DTW
1 stop13h 51mSpirit Airlines
Deal found 12/21$275
This Mytrip deal was found by Cheapflights users on 12/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amDTW - ORD
2 stops17h 07mSpirit Airlines
Wed 1/76:05 pmORD - DTW
2 stops22h 04mSpirit Airlines
Deal found 12/21$278
This Southwest deal was found by Cheapflights users on 12/21. 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 12/317:00 pmDTW - MDW
Nonstop1h 10mSouthwest
Mon 1/59:35 pmMDW - DTW
Nonstop1h 05mSouthwest
Deal found 12/21$329

Find 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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$133
(Mytrip)

One-way from

$64
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$340

Good round-trip deal

$294 or less

Good one-way deal

$181 or less
Provider with most accurate pricing for Detroit (DTT)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Detroit (DTT)-Chicago (CHI) flights.
Search Deals
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. 15% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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

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 December 23, 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 - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/24

7:00 am-7:30 am

Nonstop1h 30m

Chicago Midway

Tue 1/27

5:15 pm-10:30 pm

1 stop4h 15m

$158

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 1/14

8:59 am-9:41 am

Nonstop1h 42m

Chicago O'Hare Intl

Sat 1/17

11:05 am-1:27 pm

Nonstop1h 22m

$162

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 2/17

4:13 pm-4:41 pm

Nonstop1h 28m

Chicago O'Hare Intl

Thu 2/19

10:35 am-12:54 pm

Nonstop1h 19m

$162

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 1/28

12:49 pm-1:18 pm

Nonstop1h 29m

Chicago O'Hare Intl

Thu 1/29

6:50 am-9:22 am

Nonstop1h 32m

$162

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Mon 3/2

12:25 pm-12:46 pm

Nonstop1h 21m

Chicago Midway

Wed 3/4

9:34 am-11:43 am

Nonstop1h 09m

$162

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 1/17

12:45 pm-4:55 pm

1 stop5h 10m

Chicago Midway

Sun 1/18

10:00 am-12:10 pm

Nonstop1h 10m

$169

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 2/19

6:00 am-6:34 am

Nonstop1h 34m

Chicago O'Hare Intl

Mon 2/23

9:15 pm-11:44 pm

Nonstop1h 29m

$171

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 2/19

7:35 pm-7:45 pm

Nonstop1h 10m

Chicago Midway

Mon 2/23

6:15 pm-8:25 pm

Nonstop1h 10m

$171

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Mon 3/2

7:35 pm-7:45 pm

Nonstop1h 10m

Chicago Midway

Wed 3/4

1:25 pm-3:30 pm

Nonstop1h 05m

$171

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 1/17

8:38 pm-9:05 pm

Nonstop1h 27m

Chicago O'Hare Intl

Mon 1/19

5:35 pm-8:02 pm

Nonstop1h 27m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 46 results
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Compare providers for flights from Detroit to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Detroit to Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Detroit-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Detroit-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Detroit-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Detroit-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Detroit-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 December 19, 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 39 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, November is the cheapest month in which you can book a flight from Detroit to Chicago (average of $53). Flying from Detroit to Chicago in July is currently the most expensive (average of $121). 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 December 23, 2025.

A simple way to save on the total cost of your ticket is to fly from Detroit to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 24% 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 December 20, 2025.

Travelers seeking maximum savings on their Detroit to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday evenings 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 December 23, 2025.

The most flights from DTT to CHI are scheduled on a Monday (74 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (36 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 December 23, 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
4,253 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,014 reviews
Southwest
8.0
Very good
4,253 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,105 reviews
Southwest
8.0
Very good
4,253 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
8.0
Very good
4,253 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 54 outbound flights to Chicago per day. 4 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 $158, Southwest can have you in Chicago from Detroit in 1h 30m. Airlines will cover a distance of 227 mi. Most flights are nonstop.

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

    Our cheapest airline available from Detroit to Chicago is Delta. Our recent data shows that you can find tickets from as low as $94 on this airline. Additional options worth looking into are United Airlines and American Airlines, starting at $94 and $97 round-trip. These flights start at 59% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Detroit to Chicago one-way?

    $46 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $48 and $48, respectively.

  • 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 Air France (90%), Royal Jordanian (84%) and Envoy Air (84%).

  • What are the cheapest flights from Detroit to Chicago?

    The cheapest flight price from Detroit to Chicago is $119. On average you can expect to pay $799. The most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), can usually be booked for $133.

  • 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, November is the cheapest month in which you can book a flight from Detroit to Chicago (average of $53). Flying from Detroit to Chicago in July is currently the most expensive (average of $121). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Detroit to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Detroit to Chicago

Discover the top 4 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$97Average$232FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$97Average$282FlexibilityNo cancel feeOn-time69%
DeltaCheapest$97Average$257FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$97Average$275FlexibilityNo cancel feeOn-time63%

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