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Cheap flights from Detroit to Chicago from C$ 71

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 20/2. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
26 Nov — 3 Dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Detroit All airports to Chicago are usually found in October or April, booked 43 days in advance, depart on a Thursday or Friday and return on a Tuesday

Cheap 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 27 October 2025.

Round-trip from

C$ 141

One-way from

C$ 71

Popular in

June

Cheapest in

October

Average price

C$ 202

Good round-trip deal

C$ 276 or less

Good one-way deal

C$ 64 or less
United Airlines
  • United Airlines
  • 24/12-31/12
  • Nonstop
  • 3h 14m total
  • Detroit to Chicago
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United Airlines
  • United Airlines
  • 27/11
  • Nonstop
  • 1h 40m total
  • Detroit to Chicago
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Highest demand for flights based on searches. 22% potential increase in price (C$ 123 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 16 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Detroit (DTT) to Chicago (CHI).
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Price to beat on a one-way flight from Detroit (DTT) to Chicago (CHI).
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Find 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 27 October 2025.

Wed 24/125:49 a.m.DTW - ORD
Nonstop1h 41mUnited Airlines
Wed 31/129:05 p.m.ORD - DTW
Nonstop1h 33mUnited Airlines
Deal found 27/10C$ 141
Thu 27/111:15 p.m.DTW - ORD
Nonstop1h 40mDelta
Wed 24/129:41 a.m.ORD - DTW
Nonstop1h 33mDelta
Deal found 26/10C$ 164
Mon 24/1111:00 a.m.DTW - ORD
Nonstop1h 35mUnited Airlines
Mon 26/110:54 a.m.ORD - DTW
Nonstop1h 27mUnited Airlines
Deal found 26/10C$ 167
Thu 27/111:15 p.m.DTW - ORD
Nonstop1h 40mDelta
Tue 23/127:00 a.m.ORD - DTW
Nonstop1h 28mDelta
Deal found 26/10C$ 178
Thu 4/121:18 p.m.DTW - ORD
Nonstop1h 32mDelta
Mon 8/1210:45 a.m.ORD - DTW
Nonstop1h 27mDelta
Deal found 27/10C$ 192
Mon 24/1111:00 a.m.DTW - ORD
Nonstop1h 35mUnited Airlines
Tue 25/1110:55 a.m.ORD - DTW
Nonstop1h 16mUnited Airlines
Deal found 25/10C$ 209
Wed 12/112:31 p.m.DTW - ORD
1 stop7h 21mJetBlue
Sat 15/116:45 a.m.ORD - DTW
1 stop5h 51mJetBlue
Deal found 25/10C$ 214
Sat 13/128:00 p.m.DTW - ORD
Nonstop1h 35mDelta
Tue 16/126:45 a.m.ORD - DTW
Nonstop1h 27mDelta
Deal found 27/10C$ 216
Fri 28/1112:20 p.m.DTW - ORD
Nonstop1h 24mDelta
Wed 24/129:41 a.m.ORD - DTW
Nonstop1h 33mDelta
Deal found 26/10C$ 220
Thu 18/125:47 a.m.DTW - ORD
Nonstop1h 43mUnited Airlines
Wed 7/110:54 a.m.ORD - DTW
Nonstop1h 27mUnited Airlines
Deal found 27/10C$ 228
Wed 19/1111:00 a.m.DTW - ORD
Nonstop1h 35mUnited Airlines
Tue 20/19:09 p.m.ORD - DTW
Nonstop1h 35mUnited Airlines
Deal found 25/10C$ 232

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 27 October 2025.
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

Wed 24/12

5:49 a.m.-6:30 a.m.

Nonstop1h 41m

Chicago O'Hare Intl

Wed 31/12

9:05 p.m.-11:38 p.m.

Nonstop1h 33m

C$ 141

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 17/1

8:59 a.m.-9:40 a.m.

Nonstop1h 41m

Chicago O'Hare Intl

Sun 18/1

6:50 a.m.-9:22 a.m.

Nonstop1h 32m

C$ 164

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 27/11

1:15 p.m.-1:55 p.m.

Nonstop1h 40m

Chicago O'Hare Intl

Tue 23/12

7:00 a.m.-9:28 a.m.

Nonstop1h 28m

C$ 178

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 8/12

11:05 a.m.-11:33 a.m.

Nonstop1h 28m

Chicago O'Hare Intl

Wed 10/12

7:40 p.m.-10:11 p.m.

Nonstop1h 31m

C$ 192

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 8/12

7:30 a.m.-8:04 a.m.

Nonstop1h 34m

Chicago O'Hare Intl

Wed 10/12

10:45 a.m.-1:12 p.m.

Nonstop1h 27m

C$ 192

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 11/12

5:55 p.m.-6:27 p.m.

Nonstop1h 32m

Chicago O'Hare Intl

Thu 18/12

10:45 a.m.-1:12 p.m.

Nonstop1h 27m

C$ 192

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 9/12

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

Nonstop1h 29m

Chicago O'Hare Intl

Tue 16/12

8:55 a.m.-11:28 a.m.

Nonstop1h 33m

C$ 192

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 4/12

1:18 p.m.-1:50 p.m.

Nonstop1h 32m

Chicago O'Hare Intl

Mon 8/12

10:45 a.m.-1:12 p.m.

Nonstop1h 27m

C$ 192

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 15/12

5:55 p.m.-6:27 p.m.

Nonstop1h 32m

Chicago O'Hare Intl

Wed 7/1

1:54 p.m.-4:10 p.m.

Nonstop1h 16m

C$ 192

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 10/12

9:26 a.m.-10:00 a.m.

Nonstop1h 34m

Chicago O'Hare Intl

Thu 11/12

6:45 a.m.-9:12 a.m.

Nonstop1h 27m

C$ 192

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/10

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 24 October 2025.

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 43 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$ 97). Flying from Detroit to Chicago in January is currently the most expensive (average of C$ 192). 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 27 October 2025.

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 26% 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 19 October 2025.

Travelers seeking maximum savings on their Detroit to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Monday afternoons 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 27 October 2025.

The most flights from DTT to CHI are scheduled on a Monday (89 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (51 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 27 October 2025.
Read through reviews of airlines operating flights from Detroit to Chicago, such as Southwest 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
4,238 reviews
Check prices

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews
Check prices

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

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
8,999 reviews
Southwest
8.0
Very good
4,238 reviews
Check prices

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

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?

    Most people fly from Detroit All airports (DTT) if they book a flight from Detroit to Chicago. On average, All airports has 63 outbound flights to Chicago per day from 2 airlines. 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 41m. United Airlines provides one of the quickest options available for as low as C$ 141. The distance between Detroit and Chicago is about 377 km. Most flights are nonstop.

  • What are the cheapest airlines flying from Detroit to Chicago round-trip?

    According to our current data, Delta (C$ 136), and United Airlines (C$ 304) offers the cheapest pricing from Detroit to Chicago. Users have found that Delta is 56% 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: SWISS (88%), Scandinavian Airlines (88%), Endeavor Airlines( 87%).

  • What are the cheapest flights from Detroit to Chicago?

    While on average a flight from Detroit to Chicago is generally C$ 635, our data shows the cheapest flight currently is C$ 125. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay C$ 294 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$ 97). Flying from Detroit to Chicago in January is currently the most expensive (average of C$ 192). 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 2 airlines flying from Detroit to Chicago

Discover the top 2 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 629,999 searches. Data last updated 27 October 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 136AverageC$ 206FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 304AverageC$ 469FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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