Cheap Flight Tickets from Detroit (DTW) to Chicago (MDW), Starting at $378

Good to Know: Cheapest and Fastest DTW - MDW Flights

Useful information for finding best airline tickets from Detroit Metropolitan Wayne County to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$378

WN Southwest Airlines • nonstop • 1h 55m

Jul 10 – Nov 15

The cheapest round trip flight from Detroit to Chicago (DTW-MDW-DTW) is currently $378

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Cheapest Direct Flight

$378

WN Southwest Airlines • nonstop • 1h 55m

Jul 10

The cheapest nonstop flight from Detroit to Chicago (DTW-MDW) is currently $378

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Fastest Flight

1h 50m

The fastest nonstop flight from Detroit to Chicago (DTW-MDW) takes 1h 50m

Top Airlines Flying from Detroit to Chicago

Southwest Airlines-WN

Southwest Airlines

Latest Flight Deals from Detroit (DTW) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Detroit to Chicago. Ideal for travelers with confirmed return itineraries.

Jul 10 - Nov 15, Economy
WN
Detroit → Chicago
1h 55m
8:40 AM - 8:55 AM • nonstop
WN
Detroit → Chicago
1h 50m
3:05 PM - 5:15 PM • nonstop
$378
Southwest Airlines
Jul 10 - Nov 15, Economy
WN
Detroit → Chicago
1h 55m
8:40 AM - 8:55 AM • nonstop
WN
Detroit → Chicago
15h 5m
5:55 AM - 4:00 PM • 1 stop
$388
Southwest Airlines
Jul 10 - Nov 15, Economy
WN
Detroit → Chicago
12h 30m
6:55 AM - 1:45 PM • 1 stop
WN
Detroit → Chicago
1h 50m
3:05 PM - 5:15 PM • nonstop
$388
Southwest Airlines
Jul 10 - Nov 15, Economy
WN
Detroit → Chicago
13h 25m
10:45 AM - 5:50 PM • 1 stop
WN
Detroit → Chicago
1h 50m
3:05 PM - 5:15 PM • nonstop
$388
Southwest Airlines
Jul 10 - Nov 15, Economy
WN
Detroit → Chicago
1h 50m
8:30 PM - 8:40 PM • nonstop
WN
Detroit → Chicago
13h 40m
10:15 AM - 7:35 PM • 1 stop
$388
Southwest Airlines
Jul 10 - Nov 15, Economy
WN
Detroit → Chicago
15h 15m
5:50 AM - 2:05 PM • 2 stops
WN
Detroit → Chicago
1h 55m
7:55 AM - 10:10 AM • nonstop
$393
Southwest Airlines

Fly from Detroit to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Detroit to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Detroit to Chicago Flights

What are the airports in Detroit?
DTW
What’s the most popular airline flying from DTW to MDW?
The most popular airline flying from Detroit to Chicago are
Can I fly from DTW to MDW non-stop?
Yes, you can fly DTW to MDW non-stop on
Which airlines fly nonstop between Detroit and Chicago?
The non-stop flights between Detroit and Chicago are .
What’s the earliest departure time from DTW to MDW Airport?
The earliest flight leaves DTW at 5:50 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Detroit to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from DTW to MDW?
Read the fare rules of the Detroit to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Detroit and Chicago?
operate flights between Detroit and Chicago
How long does a flight from Detroit to Chicago take?
It takes approximately 1 hour to fly non-stop from DTW to MDW, which is 228.35 miles by air.
Which airlines provide the cheapest flights from Detroit (DTW) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from DTW were found on WN : USD 388
Do I need a passport to fly between DTW and MDW?
No
What’s the latest departure time from DTW to MDW ?
The last flight leaves DTW at 8:30 pm

Detroit (DTW) to Chicago (MDW): Airport Information

Origin Airport Detroit Metropolitan Wayne County , Detroit, US
Destination Airport Chicago Midway International , Chicago, US
Distance 228 miles

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