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$54+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
ago. 2 — ago. 91
sáb. 8/2
sáb. 8/9
1 adult, Economy
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Cheapflights Tip: The best prices from Detroit All airports to Chicago are usually found in October or September, booked 73 days in advance, depart on a Friday or Thursday 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 julio 28, 2025.

Round-trip from

$97
(Southwest)

One-way from

$54
(Southwest)

Popular in

December

Cheapest in

October

Average price

$275

Good round-trip deal

$240 or less

Good one-way deal

$176 or less
From Detroit (DTT) to Chicago (CHI)
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One-way flight from Detroit (DTT) to Chicago (CHI)
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Highest demand for flights based on searches. 17% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Detroit (DTT) to Chicago (CHI).
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Price to beat on a one-way flight from Detroit (DTT) to Chicago (CHI).
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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 julio 28, 2025.

This Southwest deal was found by Cheapflights users on 7/25. 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.
mar. 9/95:50 amDTW - ORD
1 stop7h 00mSouthwest
sáb. 9/272:55 pmORD - DTW
1 stop4h 05mSouthwest
Deal found 7/25$97
This Southwest deal was found by Cheapflights users on 7/26. 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.
sáb. 8/231:20 pmDTW - MDW
Nonstop1h 10mSouthwest
sáb. 8/3011:40 amMDW - DTW
1 stop4h 25mSouthwest
Deal found 7/26$101
This United Airlines deal was found by Cheapflights users on 7/25. 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.
jue. 9/187:00 amDTW - ORD
Nonstop1h 27mUnited Airlines
dom. 9/2110:41 amORD - DTW
Nonstop1h 22mUnited Airlines
Deal found 7/25$114
This Delta deal was found by Cheapflights users on 7/26. 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.
mar. 9/167:45 amDTW - ORD
Nonstop1h 20mDelta
dom. 9/219:10 amORD - DTW
Nonstop1h 23mDelta
Deal found 7/26$121
This SmartFares deal was found by Cheapflights users on 7/26. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/97:00 amDTW - ORD
1 stop7h 09mSpirit Airlines
mar. 9/1611:13 amORD - DTW
1 stop6h 42mSpirit Airlines
Deal found 7/26$125
This Delta deal was found by Cheapflights users on 7/27. 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.
jue. 9/1812:15 pmDTW - MDW
Nonstop1h 13mDelta
mar. 9/239:35 amMDW - DTW
Nonstop1h 10mDelta
Deal found 7/27$144
This Mytrip deal was found by Cheapflights users on 7/26. 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.
vie. 9/59:46 amDTW - RFD
1 stop5h 39mMultiple Airlines
lun. 9/810:37 amRFD - DTW
1 stop7h 14mMultiple Airlines
Deal found 7/26$158
This American Airlines deal was found by Cheapflights users on 7/27. 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.
mié. 9/107:00 amDTW - ORD
Nonstop1h 42mAmerican Airlines
mié. 9/248:38 amORD - DTW
1 stop5h 37mAmerican Airlines
Deal found 7/27$171
This Frontier deal was found by Cheapflights users on 7/27. 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.
vie. 10/310:54 amDTW - ORD
1 stop5h 56mFrontier
vie. 10/105:25 amORD - DTW
1 stop12h 12mFrontier
Deal found 7/27$177
This Frontier deal was found by Cheapflights users on 7/27. 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.
vie. 10/109:54 amDTW - MDW
1 stop6h 39mFrontier
lun. 10/134:29 pmMDW - DTW
1 stop7h 16mFrontier
Deal found 7/27$177

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 julio 28, 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

mar. 9/9

5:50 am-11:50 am

1 stop7h 00m

Chicago O'Hare Intl

sáb. 9/27

2:55 pm-8:00 pm

1 stop4h 05m

$97

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

sáb. 8/23

1:20 pm-1:30 pm

Nonstop1h 10m

Chicago Midway

sáb. 8/30

11:40 am-5:05 pm

1 stop4h 25m

$101

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

jue. 9/18

7:00 am-7:27 am

Nonstop1h 27m

Chicago O'Hare Intl

dom. 9/21

10:41 am-1:03 pm

Nonstop1h 22m

$114

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

mar. 9/16

7:45 am-8:05 am

Nonstop1h 20m

Chicago O'Hare Intl

dom. 9/21

9:10 am-11:33 am

Nonstop1h 23m

$121

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

mar. 9/9

7:00 am-1:09 pm

1 stop7h 09m

Chicago O'Hare Intl

mar. 9/16

11:13 am-6:55 pm

1 stop6h 42m

$125

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

jue. 9/18

12:15 pm-12:28 pm

Nonstop1h 13m

Chicago Midway

mar. 9/23

9:35 am-11:45 am

Nonstop1h 10m

$144

DetroitChicago

DTW - RFD

DTWRFD

Detroit Metropolitan Wayne County

vie. 9/5

9:46 am-2:25 pm

1 stop5h 39m

Chicago Greater Rockford

lun. 9/8

10:37 am-6:51 pm

1 stop7h 14m

$158

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

mié. 9/10

7:00 am-7:42 am

Nonstop1h 42m

Chicago O'Hare Intl

mié. 9/24

8:38 am-3:15 pm

1 stop5h 37m

$171

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

vie. 10/3

1:36 pm-7:44 pm

1 stop7h 08m

Chicago O'Hare Intl

dom. 10/12

6:09 pm-8:48 am

1 stop13h 39m

$177

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

vie. 10/10

9:54 am-3:33 pm

1 stop6h 39m

Chicago Midway

lun. 10/13

4:29 pm-12:45 am

1 stop7h 16m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

Showing 1-10 of 22 results
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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 July 25, 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 73 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 julio 28, 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 49% 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 July 27, 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 julio 28, 2025.

The most flights from DTT to CHI are scheduled on a Monday (101 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (73 on average).

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 julio 28, 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
4,237 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,237 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,971 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,893 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Sun Country Air
6.9
Okay
332 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 87 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Detroit All airports on a regular basis.

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

    Our cheapest airline available from Detroit to Chicago is Southwest. Our recent data shows that you can find tickets from as low as $97 on this airline. Additional options worth looking into are United Airlines and Delta, starting at $114 and $121 round-trip. These flights start at 54% lower than the current average price 3 months from now.

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

    $54 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Spirit Airlines and United Airlines, with prices starting from $68 and $69, 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 GoJet (98%), SWISS (90%) and Copa Airlines (88%).

  • What are the cheapest flights from Detroit to Chicago?

    The cheapest flight price from Detroit to Chicago is $81. On average you can expect to pay $1,559. The most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), can usually be booked for $77.

  • 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
Valparaiso
Chesterton

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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 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 julio 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$90FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$91Average$265FlexibilityNo cancel feeOn-time69%
DeltaCheapest$95Average$254FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$97Average$241FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$127Average$247FlexibilityNo cancel feeOn-time63%

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