$49+ Cheap flights from Detroit (DTT) to Chicago (CHI)
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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Detroit to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 Friday or Thursday and return on a Friday
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 June 12, 2025.
Round-trip from | $107 (Southwest) |
|---|---|
One-way from | $49 (Delta) |
Popular in | June |
Cheapest in | October |
Average price | $321 |
Good round-trip deal | $296 or less |
Good one-way deal | $160 or less |
Find flight deals from Detroit to Chicago
Cheapest flights from Detroit to ChicagoExplore 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 June 12, 2025.
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 June 12, 2025.
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight 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 2,558,603 searches. Data last updated June 12, 2025.
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
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Mon 9/8
7:30 pm-7:40 pm
Nonstop1h 10m
Chicago Midway
Wed 9/10
2:55 pm-10:15 pm
1 stop6h 20m
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Mon 9/8
5:40 am-12:45 pm
1 stop8h 05m
Chicago O'Hare Intl
Wed 9/10
1:50 pm-10:15 pm
1 stop7h 25m
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Sat 8/30
8:00 pm-8:23 pm
Nonstop1h 23m
Chicago O'Hare Intl
Mon 9/1
11:05 am-1:24 pm
Nonstop1h 19m
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Tue 7/8
10:04 pm-7:04 am
1 stop10h 00m
Chicago O'Hare Intl
Tue 7/15
6:02 pm-10:41 am
1 stop15h 39m
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Mon 8/11
7:14 am-7:42 am
Nonstop1h 28m
Chicago O'Hare Intl
Fri 8/15
9:25 pm-11:57 pm
Nonstop1h 32m
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Tue 8/5
7:15 am-2:15 pm
1 stop8h 00m
Chicago O'Hare Intl
Wed 8/6
6:45 am-9:12 am
Nonstop1h 27m
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Sat 8/30
8:25 am-8:35 am
Nonstop1h 10m
Chicago Midway
Mon 9/1
9:30 am-11:43 am
Nonstop1h 13m
DetroitChicago
DTW - RFD
DTWRFD
Detroit Metropolitan Wayne County
Thu 8/21
5:15 am-2:16 pm
2 stops10h 01m
Chicago Greater Rockford
Sun 8/24
3:06 pm-6:47 pm
2 stops26h 41m
DetroitChicago
DTW - MDW
DTWMDW
Detroit Metropolitan Wayne County
Mon 6/16
12:18 pm-11:18 pm
1 stop12h 00m
Chicago Midway
Thu 6/19
9:12 pm-8:52 am
1 stop10h 40m
DetroitChicago
DTW - ORD
DTWORD
Detroit Metropolitan Wayne County
Fri 7/4
10:33 pm-9:10 am
1 stop11h 37m
Chicago O'Hare Intl
Sun 7/6
6:45 am-10:31 am
1 stop26h 46m
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.
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 June 9, 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, August is the cheapest month in which you can book a flight from Detroit to Chicago (average of $245). Flying from Detroit to Chicago in March is currently the most expensive (average of $321). 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 June 12, 2025.
A simple way to save on the total cost of your ticket is to fly from Detroit to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 53% on your trip compared to booking a flight at noon.
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 June 8, 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. Monday at noon 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 June 12, 2025.
The most flights from DTT to CHI are scheduled on a Thursday (104 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
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 June 12, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Detroit to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
John,May 2025
PVD - BNA
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.
Traveling to a place near Detroit?
Book flights to Detroit if you plan to visit one of these locationsBrowse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Detroit to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Detroit to Chicago
Discover the top 5 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 2,558,603 searches. Data last updated June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$38 | Average$81 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$97 | Average$259 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$97 | Average$250 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$97 | Average$234 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$108 | Average$237 | FlexibilityNo cancel fee | On-time63% |