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Cheap flights from Detroit to Chicago from C$ 99

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 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
24 Feb — 3 Mar1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Detroit All airports to Chicago are usually found in April or September, booked 10 days in advance, depart on a Thursday or Friday and return on a Monday

Cheap flight deals from Detroit to Chicago

Enter your travel dates to find the best prices.

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 25 January 2026.

Sat 21/210:59 p.m.
DTW
-
ORD
1 stop11h 23m
Spirit Airlines
Sat 28/26:51 p.m.
ORD
-
DTW
1 stop11h 58m
Spirit Airlines
Deal found 24/1C$ 184
Tue 24/26:00 a.m.
DTW
-
ORD
Nonstop1h 34m
United Airlines
Wed 25/25:55 p.m.
ORD
-
DTW
Nonstop1h 18m
United Airlines
Deal found 22/1C$ 196
Mon 2/36:00 a.m.
DTW
-
ORD
Nonstop1h 34m
United Airlines
Tue 3/37:10 a.m.
ORD
-
DTW
Nonstop1h 22m
United Airlines
Deal found 22/1C$ 215
Thu 12/212:54 p.m.
DTW
-
ORD
Nonstop1h 26m
Delta
Thu 19/26:30 a.m.
ORD
-
DTW
Nonstop1h 32m
Delta
Deal found 22/1C$ 234
Fri 13/38:59 p.m.
DTW
-
ORD
1 stop13h 11m
Spirit Airlines
Mon 16/38:41 p.m.
ORD
-
DTW
1 stop11h 42m
Spirit Airlines
Deal found 23/1C$ 252
Tue 10/310:28 a.m.
DTW
-
ORD
Nonstop1h 30m
United Airlines
Tue 17/39:05 p.m.
ORD
-
DTW
Nonstop1h 29m
United Airlines
Deal found 24/1C$ 262
Mon 2/36:00 a.m.
DTW
-
ORD
1 stop7h 15m
Southwest
Tue 3/31:45 p.m.
ORD
-
DTW
1 stop6h 15m
Southwest
Deal found 22/1C$ 273
Sat 14/312:58 p.m.
DTW
-
ORD
Nonstop1h 26m
Delta
Mon 16/37:10 a.m.
ORD
-
DTW
Nonstop1h 20m
Delta
Deal found 23/1C$ 278
Tue 28/44:02 p.m.
DTW
-
ORD
1 stop6h 34m
JetBlue
Thu 28/53:15 p.m.
ORD
-
DTW
1 stop7h 42m
JetBlue
Deal found 23/1C$ 284
Sat 21/24:13 p.m.
DTW
-
ORD
Nonstop1h 28m
Delta
Sat 28/22:05 p.m.
ORD
-
DTW
Nonstop1h 25m
Delta
Deal found 25/1C$ 294
Sat 21/25:23 p.m.
DTW
-
ORD
Nonstop1h 32m
American Airlines
Sat 28/210:10 a.m.
ORD
-
DTW
Nonstop1h 22m
American Airlines
Deal found 24/1C$ 296

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 25 January 2026.

Round-trip from

C$ 184

One-way from

C$ 99

Popular in

June

Cheapest in

April

Average price

C$ 331

Good round-trip deal

C$ 447 or less

Good one-way deal

C$ 321 or less
Spirit Airlines
  • Spirit Airlines
  • 21/2-28/2
  • 2 total stops
  • 23h 21m total
  • Detroit to Chicago
Search Deals
United Airlines
  • United Airlines
  • 24/2
  • Nonstop
  • 1h 30m total
  • Detroit to Chicago
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 127 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 629,999 searches. Data last updated 25 January 2026.
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

Mon 9/3

4:15 p.m.-4:43 p.m.

Nonstop1h 28m

Chicago O'Hare Intl

Mon 16/3

7:14 p.m.-9:41 p.m.

Nonstop1h 27m

C$ 234

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 12/2

12:54 p.m.-1:20 p.m.

Nonstop1h 26m

Chicago O'Hare Intl

Thu 19/2

6:30 a.m.-9:02 a.m.

Nonstop1h 32m

C$ 234

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 25/3

7:48 p.m.-8:17 p.m.

Nonstop1h 29m

Chicago O'Hare Intl

Wed 1/4

5:40 p.m.-8:02 p.m.

Nonstop1h 22m

C$ 262

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 24/3

7:48 p.m.-8:17 p.m.

Nonstop1h 29m

Chicago O'Hare Intl

Tue 31/3

1:57 p.m.-4:19 p.m.

Nonstop1h 22m

C$ 262

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 25/3

4:15 p.m.-4:43 p.m.

Nonstop1h 28m

Chicago O'Hare Intl

Tue 31/3

5:40 p.m.-8:02 p.m.

Nonstop1h 22m

C$ 262

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 11/3

12:51 p.m.-1:17 p.m.

Nonstop1h 26m

Chicago O'Hare Intl

Wed 18/3

7:14 p.m.-9:41 p.m.

Nonstop1h 27m

C$ 262

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 2/3

6:00 a.m.-12:15 p.m.

1 stop7h 15m

Chicago O'Hare Intl

Tue 3/3

1:45 p.m.-9:00 p.m.

1 stop6h 15m

C$ 273

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 11/3

5:48 a.m.-6:20 a.m.

Nonstop1h 32m

Chicago O'Hare Intl

Mon 16/3

9:05 p.m.-11:34 p.m.

Nonstop1h 29m

C$ 278

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 23/2

6:26 p.m.-6:59 p.m.

Nonstop1h 33m

Chicago O'Hare Intl

Tue 24/3

5:40 p.m.-8:02 p.m.

Nonstop1h 22m

C$ 278

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 11/3

4:15 p.m.-4:43 p.m.

Nonstop1h 28m

Chicago O'Hare Intl

Mon 16/3

7:10 a.m.-9:30 a.m.

Nonstop1h 20m

C$ 278

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/1

Showing 1-10 of 21 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 23 January 2026.

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 10 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Detroit to Chicago?

Currently, November is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 73). Flying from Detroit to Chicago in February is currently the most expensive (average of C$ 188). 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 25 January 2026.

One of the essential ways to save on airfare from Detroit to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 23% on airfare.

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 24 January 2026.

Travelers seeking maximum savings on their Detroit to Chicago flight should consider departing on Thursday at noon when fares are most often at their lowest. Tuesday 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 25 January 2026.

The most flights from DTT to CHI are scheduled on a Sunday (81 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (55 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 25 January 2026.
Read through reviews of airlines operating flights from Detroit to Chicago, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,269 reviews
Check prices

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,269 reviews
Southwest
8.0
Very good
4,269 reviews
Check prices

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

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

Related info for your journey

Find useful and relevant information for your journey from Detroit to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Detroit to Chicago?

    Most people fly from Detroit All airports (DTT) if they book a flight from Detroit to Chicago. On average, All airports has 68 outbound flights to Chicago per day from 1 airline. Detroit All airports is conveniently located just 0.9 km from Detroit’s city centre.

  • How long is the flight from Detroit to Chicago?

    A quick flight from Detroit to Chicago can take about 1h 28m. Delta provides one of the quickest options available for as low as C$ 234. The distance between Detroit and Chicago is about 377 km. Most flights are nonstop.

  • What is the cheapest airline to fly from Detroit to Chicago round-trip?

    According to our current data, Delta (C$ 62), offers the cheapest pricing from Detroit to Chicago. Users have found that Delta is 79% cheaper than the other options available to this destination.

  • What are the most reliable airlines from Detroit to Chicago?

    Before booking your flight to Chicago from Detroit, check out the most reliable airlines to get you to your destination on time: Envoy Air (88%), GoJet (87%), Emirates( 77%).

  • What are the cheapest flights from Detroit to Chicago?

    While on average a flight from Detroit to Chicago is generally C$ 915, our data shows the cheapest flight currently is C$ 274. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay C$ 237 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 to Chicago?

    Currently, November is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 73). Flying from Detroit to Chicago in February is currently the most expensive (average of C$ 188). 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

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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.
Detroit to O'Hare Intl flights

Top airline flying from Detroit to Chicago

Discover the top airline 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 629,999 searches. Data last updated 25 January 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 62AverageC$ 176FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Detroit to Chicago?

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Why should you use Cheapflights to find cheap flight tickets from Detroit to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Detroit to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Detroit to Chicago with no change fees?

Yes, we can. To see specific flights from Detroit to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Detroit to Chicago become cheaper?

Yes! Start tracking prices for Detroit to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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