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Cheap flights from Detroit to Chicago from C$ 122

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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
23 May — 30 May1
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 Wednesday

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 23 April 2026.

Tue 19/510:00 a.m.
DTW
-
ORD
Nonstop1h 29m
Delta
Tue 26/57:00 p.m.
ORD
-
DTW
Nonstop1h 29m
Delta
Deal found 21/4C$ 242
Sat 16/52:40 p.m.
DTW
-
ORD
1 stop6h 11m
Frontier
Mon 18/54:05 p.m.
ORD
-
DTW
2 stops19h 31m
Frontier
Deal found 20/4C$ 264
Tue 12/510:00 a.m.
DTW
-
ORD
Nonstop1h 29m
Delta
Thu 14/59:25 a.m.
ORD
-
DTW
Nonstop1h 20m
Delta
Deal found 21/4C$ 276
Wed 20/56:10 a.m.
DTW
-
ORD
1 stop7h 40m
Southwest
Wed 27/52:40 p.m.
ORD
-
DTW
1 stop5h 55m
Southwest
Deal found 20/4C$ 277
Tue 12/54:00 p.m.
DTW
-
ORD
Nonstop1h 29m
Delta
Wed 13/57:00 p.m.
ORD
-
DTW
Nonstop1h 29m
Delta
Deal found 20/4C$ 296
Tue 12/511:15 a.m.
DTW
-
ORD
Nonstop1h 36m
United Airlines
Fri 15/510:30 a.m.
ORD
-
DTW
Nonstop1h 30m
United Airlines
Deal found 22/4C$ 303
Tue 19/55:40 p.m.
DTW
-
ORD
Nonstop1h 25m
Delta
Wed 29/78:52 a.m.
ORD
-
DTW
Nonstop1h 31m
Delta
Deal found 22/4C$ 309
Thu 14/58:15 a.m.
DTW
-
ORD
Nonstop1h 30m
Delta
Sat 16/51:44 p.m.
ORD
-
DTW
Nonstop1h 26m
Delta
Deal found 21/4C$ 310
Thu 28/512:35 p.m.
DTW
-
ORD
Nonstop1h 26m
Delta
Mon 1/67:00 p.m.
ORD
-
DTW
Nonstop1h 29m
Delta
Deal found 20/4C$ 313
Fri 22/57:45 p.m.
DTW
-
ORD
Nonstop1h 29m
Delta
Tue 26/57:00 a.m.
ORD
-
DTW
Nonstop1h 29m
Delta
Deal found 20/4C$ 322

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 23 April 2026.

Round-trip from

C$ 242

One-way from

C$ 122

Popular in

June

Cheapest in

September

Average price

C$ 434

Good round-trip deal

C$ 475 or less

Good one-way deal

C$ 445 or less
Delta
  • Delta
  • 19/5-27/5
  • Nonstop
  • 2h 58m total
  • Detroit to Chicago
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Delta
  • Delta
  • 19/5
  • Nonstop
  • 1h 26m total
  • Detroit to Chicago
Search Deals
Highest demand for flights based on searches. 18% potential increase in price (C$ 100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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).
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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 23 April 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
Quickest round-trip

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 15/8

4:10 p.m.-4:36 p.m.

Nonstop1h 26m

Chicago O'Hare Intl

Mon 17/8

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

Nonstop1h 20m

C$ 310

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 17/8

7:30 a.m.-7:56 a.m.

Nonstop1h 26m

Chicago O'Hare Intl

Mon 17/8

1:35 p.m.-4:02 p.m.

Nonstop1h 27m

C$ 310

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 6/6

10:00 a.m.-10:29 a.m.

Nonstop1h 29m

Chicago O'Hare Intl

Sat 20/6

7:01 a.m.-9:30 a.m.

Nonstop1h 29m

C$ 357

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Fri 15/5

7:45 p.m.-8:14 p.m.

Nonstop1h 29m

Chicago O'Hare Intl

Sat 16/5

1:44 p.m.-4:10 p.m.

Nonstop1h 26m

C$ 366

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 19/5

9:00 a.m.-9:30 a.m.

Nonstop1h 30m

Chicago O'Hare Intl

Wed 20/5

7:45 p.m.-10:13 p.m.

Nonstop1h 28m

C$ 370

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 23/5

8:15 a.m.-8:45 a.m.

Nonstop1h 30m

Chicago O'Hare Intl

Thu 30/7

11:30 a.m.-2:01 p.m.

Nonstop1h 31m

C$ 370

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 23/6

8:00 p.m.-8:31 p.m.

Nonstop1h 31m

Chicago O'Hare Intl

Wed 24/6

5:22 p.m.-7:51 p.m.

Nonstop1h 29m

C$ 376

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 27/6

3:59 p.m.-4:30 p.m.

Nonstop1h 31m

Chicago O'Hare Intl

Sat 4/7

5:22 p.m.-7:51 p.m.

Nonstop1h 29m

C$ 376

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sun 28/6

8:00 p.m.-8:31 p.m.

Nonstop1h 31m

Chicago O'Hare Intl

Tue 30/6

11:30 a.m.-1:59 p.m.

Nonstop1h 29m

C$ 376

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 21/5

7:45 p.m.-8:14 p.m.

Nonstop1h 29m

Chicago O'Hare Intl

Thu 28/5

7:00 a.m.-9:29 a.m.

Nonstop1h 29m

C$ 388

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/4

Showing 1-10 of 22 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 17 April 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, May is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 52). Flying from Detroit to Chicago in March is currently the most expensive (average of C$ 152). 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 23 April 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 morning 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 18 April 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 23 April 2026.

The most flights from DTT to CHI are scheduled on a Wednesday (107 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (66 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 23 April 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
4,327 reviews
Check prices

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,327 reviews
Southwest
8.0
Very good
4,327 reviews
Check prices

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 89 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 26m. Delta provides one of the quickest options available for as low as C$ 310. 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 81% 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: British Airways (77%), SWISS (76%), Royal Jordanian( 76%).

  • What are the cheapest flights from Detroit to Chicago?

    While on average a flight from Detroit to Chicago is generally C$ 945, our data shows the cheapest flight currently is C$ 180. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay C$ 285 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, May is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 52). Flying from Detroit to Chicago in March is currently the most expensive (average of C$ 152). 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 23 April 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 62AverageC$ 173FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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

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

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

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