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$51+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Detroit Metropolitan Wayne County to Chicago are usually found in September or October, booked 43 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 (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 September 11, 2025.

Round-trip from

$101
(Delta)

One-way from

$51
(United Airlines)

Popular in

July

Cheapest in

September

Average price

$104

Good round-trip deal

$226 or less

Good one-way deal

$149 or less
From Detroit Metropolitan Wayne County to Chicago (CHI)
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One-way flight from Detroit Metropolitan Wayne County to Chicago (CHI)
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Highest demand for flights based on searches. 12% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Detroit Metropolitan Wayne County to Chicago (CHI).
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Price to beat on a one-way flight from Detroit Metropolitan Wayne County 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 September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/411:00 amDTW - ORD
Nonstop1h 33mUnited Airlines
Sat 10/112:25 pmORD - DTW
Nonstop1h 26mUnited Airlines
Deal found 9/10$101
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1812:15 pmDTW - MDW
Nonstop1h 16mDelta
Tue 10/211:08 pmMDW - DTW
Nonstop1h 11mDelta
Deal found 9/11$101
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/188:00 pmDTW - ORD
Nonstop1h 23mDelta
Wed 10/228:55 amORD - DTW
Nonstop1h 21mDelta
Deal found 9/9$108
This Southwest deal was found by Cheapflights users on 9/11. 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.
Tue 10/216:45 pmDTW - MDW
Nonstop1h 10mSouthwest
Tue 10/218:50 pmMDW - DTW
Nonstop1h 10mSouthwest
Deal found 9/11$108
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/308:25 amDTW - MDW
Nonstop1h 15mDelta
Wed 10/19:35 amMDW - DTW
Nonstop1h 10mDelta
Deal found 9/11$111
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 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
Mon 11/31:37 pmMDW - DTW
1 stop17h 39mMultiple Airlines
Deal found 9/10$113
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/49:15 pmDTW - ORD
Nonstop1h 19mDelta
Mon 10/610:30 amORD - DTW
Nonstop1h 23mDelta
Deal found 9/11$115
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/412:15 pmDTW - MDW
Nonstop1h 13mDelta
Mon 10/69:35 amMDW - DTW
Nonstop1h 10mDelta
Deal found 9/11$115
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/46:45 amDTW - ORD
Nonstop1h 33mAmerican Airlines
Mon 10/67:35 amORD - DTW
Nonstop1h 32mAmerican Airlines
Deal found 9/9$116
This Southwest deal was found by Cheapflights users on 9/10. 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 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
Sat 10/117:20 pmMDW - DTW
Nonstop1h 10mSouthwest
Deal found 9/10$116
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:00 amDTW - ORD
Nonstop1h 30mUnited Airlines
Sat 10/115:50 pmORD - DTW
Nonstop1h 36mUnited Airlines
Deal found 9/10$117
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/48:25 amDTW - MDW
Nonstop1h 15mDelta
Sun 10/59:35 amMDW - DTW
Nonstop1h 10mDelta
Deal found 9/10$117

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 11, 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

Sat 10/18

3:50 pm-4:11 pm

Nonstop1h 21m

Chicago O'Hare Intl

Wed 10/22

8:55 am-11:16 am

Nonstop1h 21m

$101

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 10/4

6:00 am-6:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Tue 10/7

5:50 pm-8:26 pm

Nonstop1h 36m

$101

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 10/4

9:15 pm-9:34 pm

Nonstop1h 19m

Chicago O'Hare Intl

Sat 10/11

10:30 am-12:53 pm

Nonstop1h 23m

$101

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 10/4

11:00 am-11:33 am

Nonstop1h 33m

Chicago O'Hare Intl

Sat 10/11

2:25 pm-4:51 pm

Nonstop1h 26m

$101

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 10/14

6:40 am-6:50 am

Nonstop1h 10m

Chicago Midway

Tue 10/14

8:50 pm-11:00 pm

Nonstop1h 10m

$114

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 10/18

6:20 pm-6:30 pm

Nonstop1h 10m

Chicago Midway

Mon 10/20

5:30 pm-7:35 pm

Nonstop1h 05m

$115

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 10/30

8:00 pm-8:23 pm

Nonstop1h 23m

Chicago O'Hare Intl

Sat 11/1

7:10 am-9:29 am

Nonstop1h 19m

$115

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 10/4

9:15 pm-9:34 pm

Nonstop1h 19m

Chicago O'Hare Intl

Mon 10/6

10:30 am-12:53 pm

Nonstop1h 23m

$115

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 10/15

7:30 am-7:50 am

Nonstop1h 20m

Chicago O'Hare Intl

Thu 10/23

7:10 am-9:29 am

Nonstop1h 19m

$115

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 10/4

12:15 pm-12:28 pm

Nonstop1h 13m

Chicago Midway

Mon 10/6

9:35 am-11:45 am

Nonstop1h 10m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 54 results
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The best insider tips for Detroit Metropolitan Wayne County Airport to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
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.

Read more about DTWby Brandon Schultz
ORD

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

Read more about ORDby Ramsey Qubein
MDW

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

Read more about MDWby Ramsey Qubein
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

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 August 29, 2025.

Booking 43 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, August is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $245). Flying from Detroit Metropolitan Wayne County Airport 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 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 September 11, 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 evening could potentially save you up to 47% 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 September 7, 2025.

Travelers seeking maximum savings on their Detroit Metropolitan Wayne County Airport 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 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 September 11, 2025.

The most flights from DTW to CHI are scheduled on a Thursday (92 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 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 September 11, 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.
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

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
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

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
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

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
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

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?

    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. 5 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 67 outbound flights to Chicago per day.

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

    For as low as $114, Delta can have you in Chicago from Detroit Metropolitan Wayne County Airport in 1h 10m. 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 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 Delta and United Airlines, starting at $96 and $97 round-trip. These flights start at 81% 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 $51. However, be on the lookout for offers from United Airlines and Southwest, 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?

    The most popular flight routes from Detroit Metropolitan Wayne County Airport to Chicago are Detroit Metropolitan Wayne County - Chicago O'Hare Intl, Detroit Metropolitan Wayne County - Chicago Midway and Detroit Metropolitan Wayne County - Chicago Greater Rockford.

  • 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: SWISS (82%), Republic Airways (82%), Copa Airlines( 81%).

  • 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 $1,225, our data shows the cheapest flight currently is $58. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay $101 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, August is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $245). Flying from Detroit Metropolitan Wayne County Airport 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
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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$91FlexibilityNo cancel feeOn-time65%
DeltaCheapest$96Average$247FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$97Average$276FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$97Average$275FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$102Average$237FlexibilityNo cancel feeOn-time71%

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