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Cheap flights from Detroit to Chicago from C$ 66

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 15/4. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
9 Apr — 16 Apr1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Detroit All airports to Chicago are usually found in September or August, booked 59 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 10 March 2026.

Tue 7/411:00 a.m.
DTW
-
ORD
Nonstop1h 29m
United Airlines
Wed 8/47:50 p.m.
ORD
-
DTW
Nonstop1h 27m
United Airlines
Deal found 5/3C$ 213
Thu 2/47:48 p.m.
DTW
-
ORD
Nonstop1h 29m
Delta
Thu 9/49:50 a.m.
ORD
-
DTW
Nonstop1h 19m
Delta
Deal found 5/3C$ 232
Mon 23/311:34 a.m.
DTW
-
ORD
1 stop13h 48m
Spirit Airlines
Mon 30/37:31 p.m.
ORD
-
DTW
1 stop15h 26m
Spirit Airlines
Deal found 5/3C$ 233
Tue 5/512:26 p.m.
DTW
-
ORD
1 stop11h 13m
Frontier
Fri 8/55:25 a.m.
ORD
-
DTW
1 stop7h 07m
Frontier
Deal found 10/3C$ 244
Wed 15/49:48 a.m.
DTW
-
ORD
Nonstop1h 31m
Delta
Fri 17/47:43 p.m.
ORD
-
DTW
Nonstop1h 26m
Delta
Deal found 5/3C$ 266
Sat 4/46:18 p.m.
DTW
-
ORD
Nonstop1h 35m
United Airlines
Sat 11/47:50 p.m.
ORD
-
DTW
Nonstop1h 27m
United Airlines
Deal found 7/3C$ 281
Tue 17/36:00 a.m.
DTW
-
ORD
1 stop5h 20m
Multiple Airlines
Tue 17/37:41 p.m.
ORD
-
DTW
1 stop11h 26m
Multiple Airlines
Deal found 6/3C$ 282
Fri 10/48:59 p.m.
DTW
-
ORD
1 stop12h 02m
Spirit Airlines
Sun 12/44:36 p.m.
ORD
-
DTW
1 stop15h 47m
Spirit Airlines
Deal found 8/3C$ 292
Sat 9/512:30 p.m.
DTW
-
ORD
Nonstop1h 26m
Delta
Wed 13/511:07 a.m.
ORD
-
DTW
Nonstop1h 19m
Delta
Deal found 8/3C$ 311
Thu 26/35:48 a.m.
DTW
-
ORD
Nonstop1h 32m
United Airlines
Mon 30/37:45 p.m.
ORD
-
DTW
Nonstop1h 27m
United Airlines
Deal found 5/3C$ 313
Sat 4/412:58 p.m.
DTW
-
ORD
Nonstop1h 26m
Delta
Sun 5/47:10 a.m.
ORD
-
DTW
Nonstop1h 20m
Delta
Deal found 5/3C$ 316

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 10 March 2026.

Round-trip from

C$ 213

One-way from

C$ 66

Popular in

May

Cheapest in

September

Average price

C$ 394

Good round-trip deal

C$ 595 or less

Good one-way deal

C$ 360 or less
United Airlines
  • United Airlines
  • 7/4-8/4
  • Nonstop
  • 2h 56m total
  • Detroit to Chicago
Search Deals
Delta
  • Delta
  • 15/4
  • Nonstop
  • 1h 28m total
  • Detroit to Chicago
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 91 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 10 March 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 4/4

6:18 p.m.-6:53 p.m.

Nonstop1h 35m

Chicago O'Hare Intl

Mon 6/4

9:30 p.m.-11:58 p.m.

Nonstop1h 28m

C$ 232

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 9/4

9:30 p.m.-10:05 p.m.

Nonstop1h 35m

Chicago O'Hare Intl

Sat 11/4

7:50 p.m.-10:17 p.m.

Nonstop1h 27m

C$ 232

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 2/4

9:00 a.m.-9:29 a.m.

Nonstop1h 29m

Chicago O'Hare Intl

Thu 9/4

3:47 p.m.-6:18 p.m.

Nonstop1h 31m

C$ 232

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 4/4

6:18 p.m.-6:53 p.m.

Nonstop1h 35m

Chicago O'Hare Intl

Sat 11/4

7:50 p.m.-10:17 p.m.

Nonstop1h 27m

C$ 281

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 26/3

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

Nonstop1h 32m

Chicago O'Hare Intl

Mon 30/3

7:45 p.m.-10:12 p.m.

Nonstop1h 27m

C$ 313

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 2/4

6:00 a.m.-6:35 a.m.

Nonstop1h 35m

Chicago O'Hare Intl

Sun 5/4

7:45 p.m.-10:12 p.m.

Nonstop1h 27m

C$ 316

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 7/4

7:54 p.m.-8:23 p.m.

Nonstop1h 29m

Chicago O'Hare Intl

Wed 8/4

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

Nonstop1h 27m

C$ 327

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Fri 3/4

6:18 p.m.-6:53 p.m.

Nonstop1h 35m

Chicago O'Hare Intl

Mon 6/4

9:30 p.m.-11:58 p.m.

Nonstop1h 28m

C$ 347

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 4/4

3:50 p.m.-4:18 p.m.

Nonstop1h 28m

Chicago O'Hare Intl

Mon 6/4

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

Nonstop1h 27m

C$ 351

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 28/3

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

Nonstop1h 29m

Chicago O'Hare Intl

Mon 30/3

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

Nonstop1h 27m

C$ 364

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/3

Showing 1-10 of 23 resultsSorted by cheapest first
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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 6 March 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 35 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$ 72). Flying from Detroit to Chicago in February is currently the most expensive (average of C$ 194). 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 10 March 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 21% 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 21 February 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 10 March 2026.

The most flights from DTT to CHI are scheduled on a Monday (90 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (43 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 10 March 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
4,317 reviews
Check prices

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..
Southwest
8.0
Very good
4,317 reviews
Southwest
8.0
Very good
4,317 reviews
Check prices

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

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 73 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 29m. United Airlines provides one of the quickest options available for as low as C$ 213. The distance between Detroit and Chicago is about 377 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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 80% 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: PSA Airlines (83%), United Airlines (78%), Envoy Air( 77%).

  • What are the cheapest flights from Detroit to Chicago?

    While on average a flight from Detroit to Chicago is generally C$ 914, our data shows the cheapest flight currently is C$ 304. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay C$ 440 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$ 72). Flying from Detroit to Chicago in February is currently the most expensive (average of C$ 194). 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 10 March 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 62AverageC$ 174FlexibilityNo 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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