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Cheap flight tickets from Detroit Wayne County to Chicago Midway

Compare Detroit Wayne County to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from Detroit Wayne County Airport to Chicago Midway Airport

Looking for a cheap last-minute deal or the best return flight from Detroit Wayne County Airport to Chicago Midway Airport? If you want to travel next month, return fares start from RM699. Find the lowest prices on one-way and return tickets right here.
Chicago.RM655 per passenger.Departing Fri, 24 Apr, returning Fri, 1 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Detroit Wayne County on Fri, 24 Apr, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 1 May, arriving in Detroit Wayne County.Price includes taxes and charges.From RM655, select.
Chicago.RM699 per passenger.Departing Sat, 18 Apr, returning Mon, 20 Apr.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Detroit Wayne County on Sat, 18 Apr, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 20 Apr, arriving in Detroit Wayne County.Price includes taxes and charges.From RM699, select.
Chicago.RM862 per passenger.Departing Fri, 1 May, returning Sun, 3 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Detroit Wayne County on Fri, 1 May, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 3 May, arriving in Detroit Wayne County.Price includes taxes and charges.From RM862, select.
Chicago.RM935 per passenger.Departing Wed, 22 Apr, returning Wed, 29 Apr.Return flight with Delta.Outbound direct flight with Delta departs from Detroit Wayne County on Wed, 22 Apr, arriving in Chicago Midway.Inbound direct flight with Delta departs from Chicago Midway on Wed, 29 Apr, arriving in Detroit Wayne County.Price includes taxes and charges.From RM935, select.
Chicago.RM961 per passenger.Departing Mon, 30 Mar, returning Tue, 31 Mar.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Detroit Wayne County on Mon, 30 Mar, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 31 Mar, arriving in Detroit Wayne County.Price includes taxes and charges.From RM961, select.
Chicago.RM970 per passenger.Departing Thu, 30 Apr, returning Tue, 5 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Detroit Wayne County on Thu, 30 Apr, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 5 May, arriving in Detroit Wayne County.Price includes taxes and charges.From RM970, select.
Chicago.RM1,011 per passenger.Departing Mon, 4 May, returning Thu, 7 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Detroit Wayne County on Mon, 4 May, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 7 May, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,011, select.
Chicago.RM1,048 per passenger.Departing Sat, 2 May, returning Wed, 17 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Detroit Wayne County on Sat, 2 May, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 17 Jun, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,048, select.
Chicago.RM1,070 per passenger.Departing Wed, 29 Jul, returning Fri, 14 Aug.Return flight with Delta.Outbound direct flight with Delta departs from Detroit Wayne County on Wed, 29 Jul, arriving in Chicago Midway.Inbound direct flight with Delta departs from Chicago Midway on Fri, 14 Aug, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,070, select.
Chicago.RM1,074 per passenger.Departing Tue, 18 Aug, returning Sat, 22 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Detroit Wayne County on Tue, 18 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 22 Aug, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,074, select.
Chicago.RM1,074 per passenger.Departing Wed, 17 Jun, returning Sun, 28 Jun.Return flight with Delta.Outbound direct flight with Delta departs from Detroit Wayne County on Wed, 17 Jun, arriving in Chicago Midway.Inbound direct flight with Delta departs from Chicago Midway on Sun, 28 Jun, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,074, select.
Chicago.RM1,145 per passenger.Departing Fri, 11 Sep, returning Mon, 14 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Detroit Wayne County on Fri, 11 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 14 Sep, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,145, select.
Chicago.RM1,153 per passenger.Departing Fri, 17 Jul, returning Sun, 19 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Detroit Wayne County on Fri, 17 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 19 Jul, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,153, select.
Chicago.RM1,158 per passenger.Departing Sun, 14 Jun, returning Sun, 5 Jul.Return flight with Delta.Outbound direct flight with Delta departs from Detroit Wayne County on Sun, 14 Jun, arriving in Chicago Midway.Inbound direct flight with Delta departs from Chicago Midway on Sun, 5 Jul, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,158, select.
Chicago.RM1,468 per passenger.Departing Mon, 30 Mar, returning Thu, 2 Apr.Return flight with Delta.Outbound direct flight with Delta departs from Detroit Wayne County on Mon, 30 Mar, arriving in Chicago Midway.Inbound direct flight with Delta departs from Chicago Midway on Thu, 2 Apr, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,468, select.
Chicago.RM1,491 per passenger.Departing Tue, 24 Mar, returning Sat, 28 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Detroit Wayne County on Tue, 24 Mar, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 28 Mar, arriving in Detroit Wayne County.Price includes taxes and charges.From RM1,491, select.

Find the cheapest month to fly from Detroit Wayne County to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Detroit Wayne County to Chicago Midway flights are currently cheapest in April.
Mar
from RM961
Apr
from RM699
May
from RM862
Jun
from RM1,074
Jul
from RM1,153
Aug
from RM1,074
Sep
from RM1,145
Oct
Find prices
Nov
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Dec
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Jan
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Feb
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Direct flights from Detroit Wayne County to Chicago Midway

Detroit Wayne County to Chicago Midway: Alternative routes

Compare routes from Detroit Wayne County to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Chicago Midway

14km from central Chicago
Closest
from RM655
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from RM625
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
Search flights

Detroit to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRM655
Cheapest month to flyApril
Average flight time1 hr, 16 mins
Most popular airlineSouthwest Airlines
Average flights per week111

Finding cheap flights from Detroit Wayne County to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Detroit Wayne County to Chicago Midway is RM655. 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 16 minutes is the average flight time from Detroit Wayne County to Chicago Midway.
Southwest Airlines, Endeavor Air and Delta fly direct from Detroit Wayne County to Chicago Midway.
As of March 2026, there are 111 flights per week flying from Detroit Wayne County to Chicago Midway.
The cheapest month to fly from Detroit Wayne County to Chicago Midway is usually April.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Detroit Wayne County Airport to Chicago Midway Airport on Friday, 24 April 2026.
Yes – the average flight time is 1 hour and 16 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 Midway 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.
Currently, Frontier Airlines and Delta offer the cheapest flight tickets to Chicago Midway.

Flying from Detroit Metropolitan Wayne County Airport (DTW) to Chicago Midway International Airport (MDW): what you need to know

  • The average time for a direct flight from Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport is 1 hour 15 minutes.

  • The timezone in Chicago is UTC-5, which is one hour behind Detroit.

  • Each week, there are 44 Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport flights. If you'd like to be on board as early as possible, pick the 06:15 Southwest Airlines flight. If you'd rather make the most of your day before flying, the last flight is at 21:25 with Southwest Airlines.

  • To ensure you catch your DTW to MDW flight, allow plenty of time to check in and drop off your luggage. Turning up two hours before international departures and an hour before domestic flights is the general rule.

  • During popular months such as August, it's a good idea to get to the airport earlier. Arrive two hours before domestic departures and four hours ahead for international flights when you travel during peak periods in general.

  • Delta Air Lines has direct flights from Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport. Book with this popular airline, then get ready to tick off the sights in Chicago — and maybe even more of United States if time allows.

  • The majority of travellers choose to travel with Delta Air Lines on this route.

  • Southwest Airlines is the most punctual carrier that operates DTW to MDW flights. A dependable 81.98% of its services on this route arrive without delay.

  • Think about adding a stopover when booking your ticket from Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport. Simply deselect 'Direct flights only' to break up your journey, or perhaps see a new city along the way. Here are some options between DTW and MDW:

    • Gerald R. Ford International Airport

    • John Glenn Columbus International Airport

    • Pittsburgh International Airport

How to find the cheapest flights from Detroit Metropolitan Wayne County Airport (DTW) to Chicago Midway International Airport (MDW)

  • RM235 is currently the lowest price for a one-way Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport flight. A return flight starts at RM655. These fares may change depending on demand.

  • To get cheap tickets from DTW to MDW, book your journey six months before your departure date.

  • May is the cheapest month for flights from Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport. If you're looking to fly at a different time of year, the 'Whole month' tool will show you the lowest prices across every month.

  • Landing cheap flights from DTW to MDW is easy with Price Alerts. Simply create one of these automatic alerts and we'll notify you when a new discounted fare appears.

  • Tailor your trip using filters. Select your ideal arrival and departure times, total journey duration and airlines. You can also sort the results by 'Fastest,' 'Best' or 'Cheapest' flights from Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport.

Handy information about Detroit Metropolitan Wayne County Airport (DTW)

  • DTW is located at 1 Detroit Metro Airport.

  • When it comes to the on-time performance of Detroit Metropolitan Wayne County Airport, 75.1% of flights stick to their scheduled arrival time.

  • To get to Detroit Metropolitan Wayne County Airport from central Detroit, it'll take about 25 minutes by car. This depends on traffic, however. It's approximately 32 kilometres from the airport to the city centre.

  • Planning to catch public transport? Expect a journey time of around 1 hour 10 minutes.

  • Need a convenient hotel near DTW? If you've booked an early flight from Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport, these accommodation options will have you moments from your check-in counter:

Arriving at Chicago Midway International Airport (MDW)

  • If you have a late Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport flight, few things beat the convenience of staying close to the terminal. Grab your luggage from the carousel and then be tucked up in bed not long after at one of these accommodation options near MDW:

  • Grab a Chicago Midway International Airport rental car and explore Chicago and beyond with your own wheels. Dollar, Hertz and Budget are well-known companies you can book with here.

  • Secure the lowest price by reserving your vehicle from Chicago Midway International Airport around four weeks before your travel date.

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • MDW is located at 5700 South Cicero.

  • From Chicago Midway International Airport, Chicago is approximately 19 kilometres away. It takes around 20 minutes to get to the centre driving.

  • Getting to the centre on public transport typically takes 45 minutes.

When to fly to Chicago Midway International Airport (MDW)

  • The quietest month for a flight from Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport is May, while July is the most popular. Pick the ideal time to go to Chicago based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • Before locking in your flight from Detroit Metropolitan Wayne County Airport to Chicago Midway International Airport, think about the type of weather you like. July is the warmest month in Chicago, with the temperature ranging from 15ºC (59ºF) to 29ºC (84ºF).

  • If you'd rather travel in cooler conditions, search for a cheap ticket from DTW to MDW in January. Average temperatures are between -12ºC (10ºF) and 3ºC (37ºF) then.

Explore more of United States

  • Columbus is just one of the many cities in United States waiting to be discovered once you've taken in the sights of Chicago. Around 451 kilometres away to the south-east, its best attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • If you want to check out another well-known destination in United States, consider Indianapolis, roughly 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are the start of reasons to visit.

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.