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Cheap flights from Detroit to Chicago

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Flight deals from Detroit to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Detroit to Chicago? Find the lowest prices on one-way and round-trip tickets right here.
Chicago.C$105 per passenger.Departing Wed, May 14, returning Wed, May 21.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Detroit Wayne County on Wed, May 14, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Wed, May 21, arriving in Detroit Wayne County.Price includes taxes and charges.From C$105, select.
Chicago.C$105 per passenger.Departing Wed, Jun 4, returning Wed, Jun 11.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Detroit Wayne County on Wed, Jun 4, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Wed, Jun 11, arriving in Detroit Wayne County.Price includes taxes and charges.From C$105, select.
Chicago.C$105 per passenger.Departing Thu, Aug 7, returning Mon, Aug 11.Round-trip flight with Delta.Outbound direct flight with Delta departing from Detroit Wayne County on Thu, Aug 7, arriving in Chicago O'Hare International.Inbound direct flight with Delta departing from Chicago O'Hare International on Mon, Aug 11, arriving in Detroit Wayne County.Price includes taxes and charges.From C$105, select.
Chicago.C$105 per passenger.Departing Mon, Jul 21, returning Thu, Jul 24.Round-trip flight with Delta.Outbound direct flight with Delta departing from Detroit Wayne County on Mon, Jul 21, arriving in Chicago O'Hare International.Inbound direct flight with Delta departing from Chicago O'Hare International on Thu, Jul 24, arriving in Detroit Wayne County.Price includes taxes and charges.From C$105, select.
Chicago.C$105 per passenger.Departing Mon, May 26, returning Mon, Jun 2.Round-trip flight with Delta.Outbound direct flight with Delta departing from Detroit Wayne County on Mon, May 26, arriving in Chicago O'Hare International.Inbound direct flight with Delta departing from Chicago O'Hare International on Mon, Jun 2, arriving in Detroit Wayne County.Price includes taxes and charges.From C$105, select.
Chicago.C$107 per passenger.Departing Thu, Jun 26, returning Thu, Jul 3.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Detroit Wayne County on Thu, Jun 26, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Thu, Jul 3, arriving in Detroit Wayne County.Price includes taxes and charges.From C$107, select.
Chicago.C$209 per passenger.Departing Sat, Sep 20, returning Sat, Sep 20.Round-trip flight with Delta.Outbound direct flight with Delta departing from Detroit Wayne County on Sat, Sep 20, arriving in Chicago Midway.Inbound direct flight with Delta departing from Chicago Midway on Sat, Sep 20, arriving in Detroit Wayne County.Price includes taxes and charges.From C$209, select.
Chicago.C$247 per passenger.Departing Mon, Apr 28, returning Tue, Apr 29.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Detroit Wayne County on Mon, Apr 28, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Tue, Apr 29, arriving in Detroit Wayne County.Price includes taxes and charges.From C$247, select.

When is the cheapest time to fly from Detroit to Chicago?

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Detroit to Chicago flights are currently cheapest in May.
Apr
from C$247
May
from C$105
Jun
from C$105
Jul
from C$105
Aug
from C$105
Sep
from C$209
Oct
from C$381
Nov
from C$376
Dec
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Jan
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Feb
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Mar
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Direct flights from Detroit to Chicago

Alternative Detroit to Chicago routes

Looking for the cheapest, fastest or easiest route from Detroit to Chicago? You could fly into the following airports instead.

Detroit to Chicago: Flight information

The things to know before you go.
Cheapest flight foundC$105
Cheapest month to flyMay
Average flight time1 hr, 22 mins
Most popular airlineAmerican Airlines
Average flights per week814

Finding cheap flights from Detroit to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a round-trip flight from Detroit to Chicago is C$105. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 22 minutes is the average flight time from Detroit to Chicago.
American Airlines, Alaska Airlines and SkyWest Airlines fly direct from Detroit to Chicago.
There are 830 flights per week flying from Detroit to Chicago, as of April 2025.
The cheapest month to fly from Detroit to Chicago is usually April 2025.
If you're flying from Detroit, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the center of Chicago. We've found flights to this airport from C$105.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Detroit to Chicago on Monday, May 26, 2025.
Yes – the average flight time is 1 hour and 22 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
The cheapest airline that flies to Chicago is Delta.

Airlines That Fly from Detroit to Chicago

American Airlines, Delta Air Lines, JetBlue, Southwest Airlines, and United Airlines are just a few of the major carriers offering direct flights from Detroit to Chicago. There are dozens of other small and low-cost airlines providing connecting flights to Chicago. Skyscanner's Price Alert tool can help you monitor air ticket prices from these airlines so that you can book the lowest possible fare. Simply enter the date of your departure, and we'll notify you by email of any airfare fluctuations.

Detroit Area Airport Options

There are five airports serving flights from Detroit to Chicago: Detroit Metropolitan Wayne County Airport, Bishop International Airport, Capital Region International Airport, Toledo Express Airport, and Willow Run Airport.

Detroit Metropolitan Wayne County Airport (DTW)

This is the busiest airport in Detroit and one of the largest airports in the country. It has two two terminal buildings, six runways, and 145 gates. Detroit Metropolitan Wayne County airport is located directly southeast of the I-94 and I-275 exchange.

Bishop International Airport (FNT)

Known for offering the lowest average airfares in the state, Bishop International Airport handles flights for several major carriers, including American Airlines, Delta Air Lines, and United Airlines.

Capital Region International Airport (LAN)

Housing just nine gates, this small regional airport offers transportation to Atlanta, Chicago, and Washington D.C. The airport's facilities and amenities include gift shops, car rental desks, food concessions, and a business centre.

Toledo Express Airport (TOL)

Toledo Express Airport serves two major airlines: Allegiant Air, which offers nonstop flights to various destinations in Florida; and American Eagle, which provides nonstop service to Chicago O'Hare International Airport.

Willow Run Airport (YIP)

Located in Ypsilanti, Michigan, this airport provides cargo and passenger charter flights. It is the fourth largest air facility in Michigan.

Chicago Area Airport Options

There are two major airports in Chicago that serve passenger flights: Chicago O'Hare International Airport and Chicago Midway International Airport.

Chicago O'Hare International Airport (ORD)

Chicago O'Hare International Airport is located just 27 kilometres from downtown Chicago. Ground transportation links to the city centre, which include shuttles, taxis, buses, and a 24-hour train service, are located outside of the Arrivals exit.

Chicago Midway International Airport (MDW)

Midway International Airport is located 16 kilometres from central Chicago. Ground transportation options for getting to downtown Chicago can be found outside of the Arrivals exit; they include shuttles, taxis, buses, and trains.

What to Expect in Chicago: Travel Tips

If you're considering renting a car in Chicago, keep in mind that car rental fees, fuel costs, and parking rates can be prohibitive. Chicago also experiences heavy traffic, which can make getting around by car difficult. The fastest and cheapest way to get around the city is by taking the light rail, known to locals as the "L." While many parts of Chicago are generally safe for tourists, petty crimes like purse snatching and pickpocketing are common. Keep your cash and cards out of plain view, and leave valuables in your hotel safe.


Plan the rest of your trip from Detroit to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.