Flights » From Detroit, MI (DTW-Wayne County) » To Chicago, IL (MDW-Midway)

Learn about flights from DTW to MDW

Click here to find $152 flights

On this page, you'll find a collection of useful information on flights from Detroit, MI (DTW-Wayne County) to Chicago, IL (MDW-Midway). When you're ready to search, click here for the cheapest flights!

Cleverlayover is a flight search engine for cheaper flights. We find savings by looking at all the possible ways to get from your origin to your destination, including searches that look at each possible layover location individually. For example, if you're flying from DTW to MDW, we'll search for flights from DTW to every other airport and then flights from those airports to MDW. After piecing together those flights, we can find savings that the other search engines don't show you.

Historical prices

The average price for Detroit, MI (DTW-Wayne County) to Chicago, IL (MDW-Midway) is $288. Historically, the price typically stays between $64 and $576.

Average price Standard deviation Low season High season
$288 $111 $64 $576

Layover savings

By taking a clever layover, the average price of a trip from Detroit, MI (DTW-Wayne County) to Chicago, IL (MDW-Midway) is $461.

If you search for all the possible ways to fly from Detroit, MI (DTW-Wayne County) to a layover location and then from that layover location to Chicago, IL (MDW-Midway), then you could find up to $169 in savings! This trick is called a clever layover. It allows you to take advantage of all the possible routes to get from Detroit, MI (DTW-Wayne County) to Chicago, IL (MDW-Midway), not just the ones the airlines want you to see.

Savings probability

The probability of finding savings using a clever layover is


When to book

The best day of the week to book your flight is on


When to fly

Based on estimated prices found within the last 4 days, the best departure date is Tuesday, Dec 14:


Hotels at your destination

You can book hotels for Chicago, IL (MDW-Midway) at any of the following sites:

Popular layovers

When you fly from Detroit, MI (DTW-Wayne County) to Chicago, IL (MDW-Midway), you might want to take a layover somewhere. This can save you money, and it can allow you to visit another location. How do you find the right layover locations, though? Which ones will be cheapest? Which ones will be fun? Here are some popular layovers for savvy travelers going from DTW to MDW:

Take a layover in Origin to Layover Layover to Destination
Atlanta, GA (ATL-Hartsfield Intl.)
Kansas City, MO (MCI-Kansas City Intl.)
New Orleans, LA (MSY-New Orleans Intl.)
Boston, MA (BOS-Logan Intl.)
Orlando, FL (MCO-Orlando Intl.)

Savings from your airport

Check out recently found savings to these great destinations! If you're flying from Detroit, MI (DTW-Wayne County), you'll be able to take advantage of a clever layover if you're flying to any of the following locations. All savings were found by our users recently, though prices may change when you perform your own search.
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