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Cheap flights from Detroit to Chicago from C$ 74

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 25/8. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — CHI
2 Aug — 9 Aug1
1 adult

Cheapflights Tip: The best prices from Detroit All airports to Chicago are usually found in October or September, booked 73 days in advance, depart on a Thursday or Friday and return on a Saturday

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 28 July 2025.

Round-trip from

C$ 133

One-way from

C$ 74

Popular in

December

Cheapest in

October

Average price

C$ 377

Good round-trip deal

C$ 286 or less

Good one-way deal

C$ 246 or less
Southwest
  • Southwest
  • 9/9-27/9
  • 2 total stops
  • 11h 05m total
  • Detroit to Chicago
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Southwest
  • Southwest
  • 25/8
  • 1 total stop
  • 8h 05m total
  • Detroit to Chicago
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Highest demand for flights based on searches. 17% potential increase in price (C$ 82 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 19 potential savings vs. average RT price).
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Average for round-trip flights in July 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

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 28 July 2025.

Sat 23/83:50 p.m.DTW - ORD
Nonstop1h 23mDelta
Sun 24/87:15 a.m.ORD - DTW
Nonstop1h 15mDelta
Deal found 28/7C$ 166
Tue 23/95:50 a.m.DTW - ORD
1 stop7h 00mSouthwest
Tue 30/91:50 p.m.ORD - DTW
1 stop7h 25mSouthwest
Deal found 28/7C$ 193
Fri 26/92:53 p.m.DTW - ORD
1 stop8h 05mSpirit Airlines
Mon 27/1010:18 a.m.ORD - DTW
1 stop12h 50mSpirit Airlines
Deal found 27/7C$ 217
Fri 3/101:36 p.m.DTW - ORD
1 stop7h 08mFrontier
Sun 12/106:09 p.m.ORD - DTW
1 stop13h 39mFrontier
Deal found 27/7C$ 243
Mon 22/97:00 a.m.DTW - ORD
Nonstop1h 27mUnited Airlines
Wed 24/910:52 a.m.ORD - DTW
Nonstop1h 22mUnited Airlines
Deal found 27/7C$ 248
Thu 21/86:55 a.m.DTW - ORD
Nonstop1h 30mAmerican Airlines
Mon 25/86:45 a.m.ORD - DTW
Nonstop1h 27mAmerican Airlines
Deal found 28/7C$ 278
Tue 16/96:12 a.m.DTW - ORD
1 stop6h 58mJetBlue
Fri 19/91:36 p.m.ORD - DTW
1 stop9h 23mJetBlue
Deal found 27/7C$ 383

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 28 July 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

Sat 23/8

3:50 p.m.-4:13 p.m.

Nonstop1h 23m

Chicago O'Hare Intl

Sun 24/8

7:15 a.m.-9:30 a.m.

Nonstop1h 15m

C$ 166

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 23/9

5:50 a.m.-11:50 a.m.

1 stop7h 00m

Chicago O'Hare Intl

Tue 30/9

1:50 p.m.-10:15 p.m.

1 stop7h 25m

C$ 193

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Fri 26/9

2:53 p.m.-9:58 p.m.

1 stop8h 05m

Chicago O'Hare Intl

Mon 27/10

10:18 a.m.-12:08 a.m.

1 stop12h 50m

C$ 217

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Fri 3/10

10:54 a.m.-3:50 p.m.

1 stop5h 56m

Chicago O'Hare Intl

Thu 9/10

5:10 a.m.-3:43 p.m.

1 stop9h 33m

C$ 243

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 22/9

7:00 a.m.-7:27 a.m.

Nonstop1h 27m

Chicago O'Hare Intl

Wed 24/9

10:52 a.m.-1:14 p.m.

Nonstop1h 22m

C$ 248

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 21/8

6:55 a.m.-7:25 a.m.

Nonstop1h 30m

Chicago O'Hare Intl

Mon 25/8

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

Nonstop1h 27m

C$ 278

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 16/9

6:12 a.m.-12:10 p.m.

1 stop6h 58m

Chicago O'Hare Intl

Fri 19/9

1:36 p.m.-11:59 p.m.

1 stop9h 23m

C$ 383

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 23/9

5:50 a.m.-11:50 a.m.

1 stop7h 00m

C$ 77

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 18/8

6:55 a.m.-7:25 a.m.

Nonstop1h 30m

C$ 103

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 21/8

7:45 a.m.-8:04 a.m.

Nonstop1h 19m

C$ 104

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/7

Showing 1-10 of 13 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 25 July 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 73 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, January is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 261). Flying from Detroit to Chicago in March is currently the most expensive (average of C$ 352). 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 28 July 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 55% 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 27 July 2025.

Travelers seeking maximum savings on their Detroit to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Tuesday 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 28 July 2025.

The most flights from DTT to CHI are scheduled on a Monday (101 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (73 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 28 July 2025.
Read through reviews of airlines operating flights from Detroit to Chicago, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,237 reviews
Check prices

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,237 reviews
Southwest
8.0
Very good
4,237 reviews
Check prices

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,971 reviews
Southwest
8.0
Very good
4,237 reviews
Check prices

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,893 reviews
Southwest
8.0
Very good
4,237 reviews
Check prices

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,237 reviews
Check prices

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,237 reviews
Check prices

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 87 outbound flights to Chicago per day from 3 airlines. Detroit All airports is conveniently located just 0.9 km from Detroit’s city centre.

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

    According to our current data, Southwest (C$ 133), United Airlines (C$ 156), and Delta (C$ 166) offers the cheapest pricing from Detroit to Chicago. Users have found that Southwest is 54% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Detroit to Chicago one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as C$ 74. Users have also found prices from C$ 95 and C$ 103 on United Airlines and American Airlines, respectively.

  • 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: GoJet (98%), SWISS (90%), Copa Airlines( 88%).

  • What are the cheapest flights from Detroit to Chicago?

    While on average a flight from Detroit to Chicago is generally C$ 1,251, our data shows the cheapest flight currently is C$ 201. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay C$ 207 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, January is the cheapest month in which you can book a flight from Detroit to Chicago (average of C$ 261). Flying from Detroit to Chicago in March is currently the most expensive (average of C$ 352). 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 3 airlines flying from Detroit to Chicago

Discover the top 3 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 28 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapestC$ 52AverageC$ 105FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
DeltaCheapestC$ 80AverageC$ 176FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 243AverageC$ 460FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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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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