Cheap Flight Tickets from Detroit (DTW) to Chicago (MDW), Starting at $383

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

$383

F9 Frontier Airlines • 1 stop • 15h 40m

Oct 11 – Oct 12

The cheapest round trip flight from Detroit to Chicago (DTW-MDW-DTW) is currently $383

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Cheapest Direct Flight

$477

WN Southwest Airlines • nonstop • 1h 50m

Oct 13

The cheapest nonstop flight from Detroit to Chicago (DTW-MDW) is currently $477

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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

Delta Airline, DL

Delta 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.

Oct 11 - Oct 12, Economy
F9
Detroit → Chicago
15h 40m
3:03 PM - 11:43 PM • 1 stop
F9
Detroit → Chicago
18h 42m
6:15 AM - 6:37 PM • 1 stop
$383
Frontier Airlines
Oct 13 - Oct 13, Economy
WN
Detroit → Chicago
1h 50m
9:00 AM - 9:10 AM • nonstop
WN
Detroit → Chicago
1h 50m
6:00 PM - 8:10 PM • nonstop
$477
Southwest Airlines
Oct 13 - Oct 13, Economy
WN
Detroit → Chicago
1h 50m
9:00 AM - 9:10 AM • nonstop
WN
Detroit → Chicago
5h 35m
4:30 PM - 9:05 PM • 1 stop
$487
Southwest Airlines
Oct 13 - Oct 13, Economy
WN
Detroit → Chicago
13h 35m
6:10 AM - 1:25 PM • 1 stop
WN
Detroit → Chicago
1h 50m
6:00 PM - 8:10 PM • nonstop
$487
Southwest Airlines
Oct 13 - Oct 13, Economy
WN
Detroit → Chicago
9h 5m
6:10 AM - 10:55 AM • 1 stop
WN
Detroit → Chicago
10h 30m
3:05 PM - 10:35 PM • 2 stops
$549
Southwest Airlines
Oct 13 - Oct 13, Economy
DL
Detroit → Chicago
2h 2m
9:10 AM - 9:32 AM • nonstop
DL
Detroit → Chicago
2h 11m
5:29 PM - 8:00 PM • nonstop
$797
Delta 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 6:10 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 F9 : USD 383
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 5:40 pm

Essential Information for Booking Flights from Detroit (DTW) - AI Insights

What's the cheapest airline from dtw to mdw?
You can find the cheapest flights from Detroit Metropolitan Wayne County (DTW) to Chicago Midway International (MDW) on budget-friendly airlines. For a round-trip journey with 4 passengers, booking in advance is recommended. With 51 days to go, you can expect Low Fares on airlines like Frontier Airlines (F9) for this route. You can check the latest airfares and book your tickets on our website for the best Savings.
What's the popular airline to fly from dtw to mdw?
Southwest Airlines offers a budget-friendly option for flying from Detroit Metropolitan Wayne County (DTW) to Chicago Midway International (MDW) with a one-stop flight. Premium Economy passengers can enjoy enhanced comfort and amenities. Booking in advance, 51 days prior to departure, can help secure a low fare.
What's the cheapest day of the week to fly from dtw to mdw?
The cheapest day to fly from Detroit Metropolitan Wayne County (DTW) to Chicago Midway International (MDW) is Sunday. Flying on Sundays can result in lower fares, making it a budget-friendly option for your round-trip Premium Economy flight. You can find low fares on flights from DTW to MDW on Sunday by booking in advance.
What's the cheapest month to fly from dtw to mdw?
The cheapest month to fly from Detroit Metropolitan Wayne County (DTW) to Chicago Midway International (MDW) is December, as it is typically the low season for air travel.
Which airline/airlines fly from dtw to mdw?
The airlines that fly from Detroit Metropolitan Wayne County (DTW) to Chicago Midway International (MDW) include Aeromexico, Alaska Airlines, Southwest Airlines, JetBlue Airways, Delta Airlines, American Airlines, WestJet Airlines, Sun Country Airlines, and United Airlines. You can find the most up-to-date flight information on airline websites or through airfare comparison platforms like fareleaders.com. For budget-friendly flights, consider booking in advance to secure the best deals. Low Fares and Savings are available on these airlines, especially when booking early.
What is the cheapest airline to fly from Detroit Metropolitan Wayne County (DTW) to Chicago Midway International (MDW) with 4 passengers in Premium Economy?
Frontier Airlines (F9) offers the cheapest airfare for this route.
How far in advance can I book a round trip ticket from DTW to MDW with 1 stop?
It is recommended to book at least 51 days in advance for the best deals.
What are the available airfares for a flight from Milwaukee to Chicago in July?
Airfares for July can be found on the website, including options from Aeromexico (AM), Alaska Airlines (AS), and Southwest Airlines (WN).
Can I book a flight from Cleveland to Las Vegas with airlines?
Yes, you can book a flight from Cleveland to Las Vegas with airlines such as Aeromexico (AM), American Airlines (AA), and Sun Country Airlines (SY).
What is the best way to find the cheapest airfares for my trip in December?
Use the website to compare airfares for your December trip, including options from Delta Airlines (DL), JetBlue Airways (B6), and United Airlines (UA).
How to book a flight on the website for the cheapest option?
To book a flight on the website for the cheapest option, simply follow the steps on the website and compare prices from various airlines.
What is the process for looking for the cheapest flights on the website?
To find the cheapest flights on the website, simply enter your travel dates and destinations, and the website will provide you with a list of available flights and prices.

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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