Cheap flights from Detroit to Chicago from $92
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Detroit to Chicago departing on 11/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Find the cheapest flights from Detroit to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Frontier flights from Detroit to Chicago
Our best Frontier deals on Detroit to Chicago flight tickets
American Airlines flights from Detroit to Chicago
Our best American Airlines deals on Detroit to Chicago flight tickets
momondo Fare Finder
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
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Thu 10/29
5:25 am-8:50 am
1 stop4h 25m
Chicago Midway
Mon 11/2
3:05 pm-5:15 pm
Nonstop1h 10m
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Mon 11/16
2:15 pm-2:35 pm
Nonstop1h 20m
Chicago Midway
Wed 11/18
7:35 am-12:40 pm
1 stop4h 05m
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Thu 11/5
9:07 pm-8:46 am
1 stop12h 39m
Chicago O'Hare Intl
Fri 11/6
8:30 pm-9:19 am
1 stop11h 49m
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Wed 11/4
6:25 am-6:30 pm
1 stop13h 05m
Chicago O'Hare Intl
Fri 11/6
8:30 pm-9:19 am
1 stop11h 49m
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 11/18
12:30 pm-12:51 pm
Nonstop1h 21m
Chicago Midway
Sun 11/22
9:30 am-11:45 am
Nonstop1h 15m
DetroitChicago
DTW Detroit Metropolitan Wayne County - MDW Chicago Midway
DTWMDW
Detroit Metropolitan Wayne County
Wed 11/18
9:10 am-9:46 am
Nonstop1h 36m
Chicago Midway
Sun 11/22
6:44 pm-9:00 pm
Nonstop1h 16m
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Sun 11/22
7:26 am-8:00 am
Nonstop1h 34m
Chicago O'Hare Intl
Thu 11/26
10:34 am-1:07 pm
Nonstop1h 33m
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Fri 11/13
7:26 am-8:00 am
Nonstop1h 34m
Chicago O'Hare Intl
Sun 11/22
12:47 pm-3:27 pm
Nonstop1h 40m
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Wed 11/18
9:10 pm-10:00 pm
Nonstop1h 50m
Chicago O'Hare Intl
Sun 11/22
10:30 am-1:00 pm
Nonstop1h 30m
DetroitChicago
DTW Detroit Metropolitan Wayne County - ORD Chicago O'Hare Intl
DTWORD
Detroit Metropolitan Wayne County
Thu 12/17
9:02 pm-9:45 pm
Nonstop1h 43m
Chicago O'Hare Intl
Sun 12/20
6:59 pm-9:45 pm
Nonstop1h 46m
See travel insights to Chicago from
How to get the cheapest flight ticket from Detroit to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of December is, on average, the cheapest month to fly to Chicago from Detroit, with most prices found around $262. If you’re not able to fly to Chicago in December, then November is your next best option. Flight prices from Detroit to Chicago during November average around $293.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $531. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Detroit to Chicago for around $779.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Detroit to Chicago during this time can be as low as $542. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,017.
What is the cheapest Detroit to Chicago flight route?
Fly from Detroit Metropolitan Wayne County to Chicago Midway for the best Detroit - Chicago flight prices
How far in advance should I book a flight from Detroit to Chicago?
You are more likely to see cheaper flights to Chicago from Detroit when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $360 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Detroit for as low as $199 on momondo.
What cabin class options are available on Detroit to Chicago flights?
There are 4 cabin classes available to choose from on Detroit to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Detroit to Chicago?
Delta and Southwest are the most popular carriers operating from Detroit to Chicago
What airlines fly to Chicago?
Delta, United Airlines and American Airlines are the top three most popular airlines that fly to Chicago from Detroit according to our data. Delta is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Detroit to Chicago on average per day?
The number of flights available between Detroit and Chicago is 92 per day as of October 2026. The most frequent departure time is 4:00PM, with 52% of daily flights leaving in the afternoon.
How many flights depart from Detroit to Chicago on average per week?
The number of flights available between Detroit and Chicago is 648 per week as of October 2026. The most frequent departure day is Fri, with 16% of weekly flights leaving on this day.
When to book flights from Detroit to Chicago
Cheap Detroit to Chicago (DTT to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Detroit to Chicago
Frequently asked questions about flying from Detroit to Chicago
How far is Detroit to Chicago by plane?
Detroit and Chicago are 236.5 mi apart from one another. By plane, this route typically takes 1h 10m.
When did momondo last update prices for flights from Detroit to Chicago?
Prices for flights from Detroit to Chicago were last updated today.
How many operators does momondo search for flights from Detroit to Chicago?
There are 5 operators available for flights from Detroit to Chicago as of October 2026.
How old do you have to be to fly from Detroit to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Detroit to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Detroit to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Detroit to Chicago is Airbus A319 (10.82% of total bookings). The next most popular plane models are Airbus A320-100/200 (10.77%), Boeing 717-200 (7.89%), and Canadair (Bombardier) Regional Jet 700 (7.87%).
What is the most popular airline from Detroit to Chicago?
Based on momondo bookings for flights between Detroit and Chicago, the leading airline is Delta, making up 54% of the total bookings. Other popular airlines include United Airlines with 22%, Southwest with 17%, and American Airlines with 7%.
Best airlines flying from Detroit to Chicago
Compare and see reviews for airlines that fly from Detroit to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $70 | Free Cancellation | Rating 5.5 2,542 reviews | |||
| PriceFrom $121 | Free Cancellation | Rating 7.8 8,649 reviews | |||
| PriceFrom $137 | Free Cancellation | Rating 7.0 12,162 reviews | |||
| PriceFrom $164 | Free Cancellation | Rating 7.4 10,351 reviews | |||
| PriceFrom $178 | Free Cancellation | Rating 7.9 4,216 reviews |
Southwest Flights From Detroit to Chicago
Across 14 Southwest flights from Detroit to Chicago this week, the average price was $372, with the best Southwest deals starting from $178 round-trip. 4,215 users have rated Southwest on momondo, with an average score of 7.9/10.
Delta Flights From Detroit to Chicago
Delta is also a popular choice for this route. Delta flight deals for Detroit to Chicago start from as low as $121 round-trip, depending on your selected dates, with average Delta deals seen on momondo around $363. Delta operates 54 flights to Chicago from Detroit in an average week. Users have rated it 7.8/10 across 8,654 reviews.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Detroit to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Detroit to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Detroit to Chicago with flexible booking policies on momondo?
Flights from Detroit to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Detroit to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Detroit to Chicago.
I’m not ready to book a flight from Detroit to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Detroit. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.