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$59+ 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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
1 adult, Economy
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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 May 9, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/276:20 am
DTW
-
MDW
1 stop16h 42m
Frontier
Thu 5/2812:27 pm
MDW
-
DTW
1 stop11h 11m
Frontier
Deal found 5/4$180
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Thu 5/281:59 pm
DTW
-
ORD
1 stop18h 56m
Frontier
Mon 6/11:50 pm
ORD
-
DTW
1 stop9h 49m
Frontier
Deal found 5/4$189
This Southwest deal was found by Cheapflights users on 5/5. 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.
Mon 6/18:15 pm
DTW
-
MDW
1 stop3h 30m
Southwest
Tue 6/210:10 am
MDW
-
DTW
2 stops7h 10m
Southwest
Deal found 5/5$189
This Frontier deal was found by Cheapflights users on 5/4. 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.
Tue 6/21:59 pm
DTW
-
ORD
1 stop6h 30m
Frontier
Wed 6/31:29 pm
ORD
-
DTW
1 stop10h 10m
Frontier
Deal found 5/4$190
This Frontier deal was found by Cheapflights users on 5/4. 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.
Tue 6/26:50 am
DTW
-
MDW
1 stop5h 22m
Frontier
Wed 6/312:04 pm
MDW
-
DTW
1 stop11h 35m
Frontier
Deal found 5/4$190
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Thu 5/286:00 am
DTW
-
ORD
Nonstop1h 26m
United Airlines
Thu 5/2812:51 pm
ORD
-
DTW
Nonstop1h 38m
United Airlines
Deal found 5/7$191
This Southwest deal was found by Cheapflights users on 5/7. 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 5/288:40 am
DTW
-
MDW
Nonstop1h 20m
Southwest
Thu 5/2812:45 pm
MDW
-
DTW
Nonstop1h 10m
Southwest
Deal found 5/7$191
This American Airlines deal was found by Cheapflights users on 5/9. 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.
Sat 5/301:03 pm
DTW
-
ORD
Nonstop1h 35m
American Airlines
Mon 6/17:12 am
ORD
-
DTW
Nonstop1h 35m
American Airlines
Deal found 5/9$192
This American Airlines deal was found by Cheapflights users on 5/7. 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.
Thu 5/286:40 am
DTW
-
ORD
Nonstop1h 43m
American Airlines
Mon 6/16:54 pm
ORD
-
DTW
Nonstop1h 38m
American Airlines
Deal found 5/7$193
This Southwest deal was found by Cheapflights users on 5/4. 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 5/276:10 am
DTW
-
MDW
2 stops10h 35m
Southwest
Thu 5/2812:00 pm
MDW
-
DTW
1 stop6h 35m
Southwest
Deal found 5/4$195
This Delta deal was found by Cheapflights users on 5/5. 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.
Wed 5/274:00 pm
DTW
-
ORD
Nonstop1h 29m
Delta
Fri 5/299:25 am
ORD
-
DTW
Nonstop1h 20m
Delta
Deal found 5/5$196
This Delta deal was found by Cheapflights users on 5/5. 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.
Wed 5/2712:27 pm
DTW
-
MDW
Nonstop1h 15m
Delta
Fri 5/296:36 pm
MDW
-
DTW
Nonstop1h 09m
Delta
Deal found 5/5$196

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 May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$180
(Kiwi.com)

One-way from

$59
(Delta)

Popular in

May

Cheapest in

September

Average price

$431

Good round-trip deal

$386 or less

Good one-way deal

$162 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. 29% potential increase in price ($107 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 9, 2026.
Use the filters below to find and compare flights from Detroit to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 5/30

4:00 pm-4:29 pm

Nonstop1h 29m

Chicago O'Hare Intl

Mon 6/1

7:00 pm-9:29 pm

Nonstop1h 29m

$191

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 5/30

8:35 am-8:55 am

Nonstop1h 20m

Chicago Midway

Mon 6/1

8:00 am-10:10 am

Nonstop1h 10m

$191
Quickest round-trip

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 5/30

8:25 am-8:43 am

Nonstop1h 18m

Chicago Midway

Mon 6/1

6:36 pm-8:45 pm

Nonstop1h 09m

$191

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 5/27

6:10 am-3:45 pm

2 stops10h 35m

Chicago Midway

Thu 5/28

12:00 pm-7:35 pm

1 stop6h 35m

$195

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 6/6

1:20 pm-7:20 pm

1 stop7h 00m

Chicago Midway

Mon 6/8

7:55 am-10:05 am

Nonstop1h 10m

$201

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 6/2

6:00 am-6:26 am

Nonstop1h 26m

Chicago O'Hare Intl

Wed 6/3

9:29 pm-11:57 pm

Nonstop1h 28m

$207

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 6/10

12:35 pm-1:04 pm

Nonstop1h 29m

Chicago O'Hare Intl

Sat 6/13

2:35 pm-5:09 pm

Nonstop1h 34m

$216

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 6/13

8:00 pm-8:31 pm

Nonstop1h 31m

Chicago O'Hare Intl

Tue 6/16

7:17 pm-9:50 pm

Nonstop1h 33m

$216

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 5/28

6:00 am-12:50 pm

1 stop7h 50m

Chicago O'Hare Intl

Mon 6/1

2:40 pm-10:20 pm

1 stop6h 40m

$216

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 5/27

6:10 am-12:50 pm

1 stop7h 40m

Chicago O'Hare Intl

Wed 6/3

2:40 pm-9:35 pm

1 stop5h 55m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

Showing 1-10 of 53 resultsSorted by cheapest first
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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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Detroit-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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?

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 86 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, May is the cheapest month in which you can book a flight from Detroit to Chicago (average of $38). Flying from Detroit to Chicago in March is currently the most expensive (average of $111). 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 May 9, 2026.

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 30% 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 May 9, 2026.

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 May 9, 2026.

The most flights from DTT to CHI are scheduled on a Friday (105 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (70 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 May 9, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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
4,302 reviews

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,302 reviews
Southwest
8.0
Very good
4,302 reviews

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,457 reviews
Southwest
8.0
Very good
4,302 reviews

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,692 reviews
Southwest
8.0
Very good
4,302 reviews

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,669 reviews
Southwest
8.0
Very good
4,302 reviews

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 93 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 $191, Delta can have you in Chicago from Detroit in 1h 20m. 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 United Airlines. Our recent data shows that you can find tickets from as low as $94 on this airline. Additional options worth looking into are Delta and Southwest, starting at $97 and $97 round-trip. These flights start at 63% lower than the current average price 3 months from now.

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

    $48 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on American Airlines and United 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 SWISS (83%), British Airways (77%) and Royal Jordanian (76%).

  • What are the cheapest flights from Detroit to Chicago?

    The cheapest flight price from Detroit to Chicago is $95. On average you can expect to pay $913. The most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), can usually be booked for $117.

  • 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, May is the cheapest month in which you can book a flight from Detroit to Chicago (average of $38). Flying from Detroit to Chicago in March is currently the most expensive (average of $111). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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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 May 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$94Average$290FlexibilityNo cancel feeOn-time69%
DeltaCheapest$97Average$281FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$97Average$313FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$117Average$274FlexibilityNo cancel feeOn-time71%

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