Chicago

$59+ Cheap flights from Detroit Metropolitan Wayne County Airport (DTW) 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — CHI
Jan 11 — Jan 181
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Find cheap flights from Detroit to Chicago with Cheapflights

1. Tell us where you want to go

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2. Select your favorite providers

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Cheapflights Tip: The best prices from Detroit Metropolitan Wayne County to Chicago are usually found in September or August, booked 81 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 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:49 amDTW - ORD
Nonstop1h 41mUnited Airlines
Wed 12/319:05 pmORD - DTW
Nonstop1h 33mUnited Airlines
Deal found 12/9$175
This Southwest deal was found by Cheapflights users on 12/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:55 pmDTW - MDW
Nonstop1h 10mSouthwest
Thu 1/110:00 amMDW - DTW
Nonstop1h 20mSouthwest
Deal found 12/9$175
This Frontier deal was found by Cheapflights users on 12/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:25 amDTW - ORD
1 stop7h 09mFrontier
Sun 1/45:05 amORD - DTW
1 stop5h 15mFrontier
Deal found 12/9$184
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/154:39 pmDTW - ORD
1 stop26h 57mSpirit Airlines
Wed 1/71:34 pmORD - DTW
1 stop10h 45mSpirit Airlines
Deal found 12/9$203
This Expedia deal was found by Cheapflights users on 12/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1812:15 pmDTW - ORD
1 stop23h 45mFrontier
Thu 12/255:25 amORD - DTW
1 stop4h 55mFrontier
Deal found 12/8$212
This Frontier deal was found by Cheapflights users on 12/8. 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 12/226:25 amDTW - ORD
1 stop7h 09mFrontier
Tue 12/306:00 amORD - DTW
1 stop11h 11mFrontier
Deal found 12/8$213
This Frontier deal was found by Cheapflights users on 12/10. 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.
Thu 12/1811:59 amDTW - ORD
1 stop11h 25mFrontier
Fri 1/25:15 amORD - DTW
1 stop9h 13mFrontier
Deal found 12/10$214
This American Airlines deal was found by Cheapflights users on 12/9. 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.
Wed 12/316:00 amDTW - ORD
1 stop5h 45mAmerican Airlines
Wed 12/319:14 pmORD - DTW
Nonstop1h 41mAmerican Airlines
Deal found 12/9$215
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:00 amDTW - ORD
1 stop8h 57mMultiple Airlines
Wed 1/71:34 pmORD - DTW
1 stop10h 45mMultiple Airlines
Deal found 12/9$220
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:00 amDTW - ORD
1 stop8h 57mMultiple Airlines
Thu 1/85:15 amORD - DTW
1 stop10h 54mMultiple Airlines
Deal found 12/9$227
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:00 amDTW - ORD
1 stop8h 57mMultiple Airlines
Sat 1/104:38 pmORD - DTW
1 stop6h 41mMultiple Airlines
Deal found 12/9$235
This Southwest deal was found by Cheapflights users on 12/11. 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 12/256:50 amDTW - MDW
1 stop6h 55mSouthwest
Wed 12/313:45 pmMDW - DTW
Nonstop1h 05mSouthwest
Deal found 12/11$236

Find flight deals from Detroit to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTW) 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 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(Delta)

One-way from

$59
(United Airlines)

Popular in

July

Cheapest in

September

Average price

$274

Good round-trip deal

$307 or less

Good one-way deal

$167 or less
Provider with most accurate pricing for Detroit Metropolitan Wayne County-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Detroit Metropolitan Wayne County-Chicago (CHI) flights.
From Detroit Metropolitan Wayne County to Chicago (CHI)
One-way flight from Detroit Metropolitan Wayne County to Chicago (CHI)
Highest demand for flights based on searches. 3% potential increase in price ($8 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in December 2025
Price to beat on a round-trip flight from Detroit Metropolitan Wayne County to Chicago (CHI).
Price to beat on a one-way flight from Detroit Metropolitan Wayne County to Chicago (CHI).

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 12, 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

Detroit

Fly to

Chicago

Route

Depart

Return

Price

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 2/17

8:59 am-9:41 am

Nonstop1h 42m

Chicago O'Hare Intl

Tue 2/17

5:37 pm-8:02 pm

Nonstop1h 25m

$117

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 1/7

8:38 pm-9:05 pm

Nonstop1h 27m

Chicago O'Hare Intl

Wed 1/14

6:50 am-9:22 am

Nonstop1h 32m

$117

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 1/21

8:59 am-9:41 am

Nonstop1h 42m

Chicago O'Hare Intl

Wed 1/21

6:00 pm-8:28 pm

Nonstop1h 28m

$117

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 1/21

8:25 am-8:52 am

Nonstop1h 27m

Chicago Midway

Wed 1/21

6:35 pm-8:45 pm

Nonstop1h 10m

$117

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 1/26

5:30 am-6:13 am

Nonstop1h 43m

Chicago O'Hare Intl

Wed 1/28

10:54 am-1:21 pm

Nonstop1h 27m

$144

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Wed 1/28

6:30 pm-6:45 pm

Nonstop1h 15m

Chicago Midway

Mon 2/2

7:45 pm-9:55 pm

Nonstop1h 10m

$144

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 1/15

12:40 pm-1:08 pm

Nonstop1h 28m

Chicago O'Hare Intl

Tue 1/20

6:00 pm-8:28 pm

Nonstop1h 28m

$144

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 1/7

8:59 am-9:41 am

Nonstop1h 42m

Chicago O'Hare Intl

Sat 1/10

11:05 am-1:27 pm

Nonstop1h 22m

$144

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 1/19

8:59 am-9:41 am

Nonstop1h 42m

Chicago O'Hare Intl

Tue 1/20

6:50 am-9:22 am

Nonstop1h 32m

$144

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Thu 1/15

5:09 pm-5:34 pm

Nonstop1h 25m

Chicago Midway

Tue 1/20

1:31 pm-3:33 pm

Nonstop1h 02m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 51 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 Metropolitan Wayne County Airport-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Detroit Metropolitan Wayne County Airport-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Detroit Metropolitan Wayne County Airport-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Detroit Metropolitan Wayne County Airport-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 Metropolitan Wayne County Airport-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 Metropolitan Wayne County Airport to Chicago

How far ahead should I book a flight from Detroit Metropolitan Wayne County Airport 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 5, 2025.

Booking 81 days in advance of your planned departure date is, on average, the best time to get cheap flights from Detroit Metropolitan Wayne County Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Chicago?

Currently, November is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $53). Flying from Detroit Metropolitan Wayne County Airport 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 DTW 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 12, 2025.

One of the essential ways to save on airfare from Detroit Metropolitan Wayne County Airport to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 24% on airfare.

What is the cheapest day to fly from Detroit Metropolitan Wayne County Airport 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 6, 2025.

Travelers seeking maximum savings on their Detroit Metropolitan Wayne County Airport to Chicago flight should consider departing on Friday 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 Metropolitan Wayne County Airport 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 12, 2025.

The most flights from DTW to CHI are scheduled on a Wednesday (86 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).

The best insider tips for Detroit Metropolitan Wayne County Airport to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Detroit Metropolitan Wayne County Airport to Chicago trip
Airports
DTW

Security lines at DTW are short, with waits rarely exceeding 15 minutes, even during peak times.

ORD

For a quick city transfer, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

MDW

MDW is closer to the city center; use the Orange Line for a quick 30-minute ride to downtown Chicago.

Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on DTW

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

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 12, 2025.
Read through reviews of airlines operating flights from Detroit Metropolitan Wayne County Airport to Chicago, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

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

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

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

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

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

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

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

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

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?

    Detroit Metropolitan Wayne County (DTW), located 17.3 mi from the city center, is the airport you fly out of when you book flights from Detroit to Chicago. 4 airlines have flights from Detroit Metropolitan Wayne County to Chicago on a regular basis. Booking flights from Detroit Metropolitan Wayne County to Chicago should not be difficult; the airport handles an average of 61 outbound flights to Chicago per day.

  • How long is the flight from Detroit Metropolitan Wayne County Airport to Chicago?

    For as low as $144, Delta can have you in Chicago from Detroit Metropolitan Wayne County Airport in 1h 15m. The distance between Detroit Metropolitan Wayne County Airport and Chicago is about 227 mi. Most flights are nonstop.

  • What are the cheapest airlines flying from Detroit Metropolitan Wayne County Airport to Chicago round-trip?

    Our cheapest airline available from Detroit Metropolitan Wayne County Airport 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 American Airlines, starting at $94 and $97 round-trip. These flights start at 57% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Detroit Metropolitan Wayne County Airport to Chicago one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $46. However, be on the lookout for offers from Southwest and American Airlines, as they are both options that can get you from Detroit Metropolitan Wayne County Airport to Chicago for a low price.

  • What are the most popular routes from Detroit Metropolitan Wayne County Airport to Chicago?

  • What are the most reliable airlines from Detroit Metropolitan Wayne County Airport to Chicago?

    Before booking your flight to Chicago from Detroit Metropolitan Wayne County Airport, check out the most reliable airlines to get you to your destination on time: Envoy Air (86%), Endeavor Airlines (86%), Qatar Airways( 85%).

  • What are the cheapest flights from Detroit Metropolitan Wayne County Airport to Chicago?

    While on average a flight from Detroit Metropolitan Wayne County Airport to Chicago is generally $816, our data shows the cheapest flight currently is $98. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay $117 for that flight.

  • 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 Metropolitan Wayne County Airport to Chicago?

    Currently, November is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $53). Flying from Detroit Metropolitan Wayne County Airport 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
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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$97Average$231FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$97Average$277FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$97Average$275FlexibilityNo cancel feeOn-time63%
DeltaCheapest$97Average$261FlexibilityNo cancel feeOn-timeN/A

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