Cheap flights 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

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Flight deals from Detroit Wayne County to Chicago Midway

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 $295. Find the lowest prices on one-way and return tickets right here.

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 August.

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.

Detroit to Chicago: Flight information

The things to know before you go.
Cheapest flight found$135
Cheapest month to flySeptember
Average flight time1 hr, 19 mins
Most popular airlineSouthwest Airlines
Average flights per week119

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 $267. 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 19 minutes is the average flight time from Detroit Wayne County to Chicago Midway.
Southwest Airlines, WestJet and Delta fly direct from Detroit Wayne County to Chicago Midway.
As of June 2026, there are 119 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 October.
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 Tuesday, 13 October 2026.
Yes – the average flight time is 1 hour and 19 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 Southwest Airlines offer the cheapest flight tickets to Chicago Midway.

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

  • Around 1 hour 15 minutes is how long you can expect to be travelling on a direct flight from Detroit Wayne County Airport to Chicago Midway Airport.

  • The timezone in Chicago is UTC-6, which is one hour behind Detroit.

  • Flights from DTW to MDW start from 06:30 — the first with Southwest Airlines. The last service of the day is at 21:30 with Southwest Airlines. Overall, you can choose from 32 weekly Detroit Wayne County Airport to Chicago Midway Airport flights.

  • Leave plenty of time to catch your DTW to MDW flight. It's generally best to arrive two hours before international departures and an hour ahead for domestic flights.

  • During popular months such as July, it's a good idea to get to the airport even earlier. Plan to arrive two hours before a domestic departure and four hours ahead of an international flight whenever you're flying during a high season in general.

  • Delta is your gateway to exploring Chicago (and perhaps some other great corners of the United States!). Browse the direct flights from Detroit Wayne County Airport to Chicago Midway Airport offered by this popular airline.

  • Delta has the highest passenger demand on this route.

  • With 78.55% of services landing as planned, Southwest Airlines is the most punctual carrier offering DTW to MDW flights.

  • We make it a cinch to book a flight with a stopover. To see your options for tickets from Detroit Wayne County Airport to Chicago Midway Airport, uncheck 'Direct flights only.' Then, choose a flight that has a stop long enough to tour your chosen city. Popular stopovers between DTW and MDW include:

    • Pittsburgh International Airport

    • Port Columbus Airport

    • Grand Rapids Airport

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

  • The lowest price we've seen for a one-way Detroit Wayne County Airport to Chicago Midway Airport flight is $135. A return plane ticket is currently $267. Depending on the availability when you book, these fares could change.

  • It's usually best to book in advance if you want to find cheap tickets from DTW to MDW. That's because flight prices are based on demand, which tends to rise closer to the date of departure.

  • Organise your trip for May. That's the cheapest month for flights from Detroit Wayne County Airport to Chicago Midway Airport. If you're flexible on when you fly, use the 'Whole month' tool to see the cheapest price across each month.

  • Cut down on the time spent looking for cheap flights from DTW to MDW by setting up a Price Alert. We'll send you an email or push notification on the app when a lower fare pops up.

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

Handy information about Detroit Wayne County Airport (DTW)

  • DTW is located at 1 Detroit Metro Airport.

  • Of the departures from Detroit Wayne County Airport, 74% arrive as scheduled at their destination.

  • Detroit Wayne County Airport is around 32 kilometres from central Detroit. If you're ride-sharing, catching a taxi or driving from the centre, it'll take 30 minutes or so to arrive, depending on the traffic.

  • The journey when using public transport usually takes 1 hour.

  • Get your journey off to a relaxed start by staying near DTW. Whether you're catching an early flight from Detroit Wayne County Airport to Chicago Midway Airport or want to avoid feeling rushed, these hotels are the answer:

Arriving at Chicago Midway Airport (MDW)

  • Book a hotel near MDW if you're taking a late Detroit Wayne County Airport to Chicago Midway Airport flight. Pick one of these accommodation options and avoid the hassle of a long transfer:

  • Get on the fast track to adventure by picking up a Chicago Midway Airport rental car. Grab your wheels from Dollar, Hertz or Budget to explore Chicago and beyond.

  • Reserving your ride from Chicago Midway Airport around four weeks in advance can help you get the lowest rate.

Getting from Chicago Midway Airport (MDW) to central Chicago

  • MDW is located at 5700 South Cicero.

  • Chicago Midway Airport to the centre of Chicago has a drive time of about 25 minutes. It's approximately 16 kilometres away.

  • Travelling on public transport will take you around 30 minutes.

When to fly to Chicago Midway Airport (MDW)

  • It's time to work out your travel dates for your flight from Detroit Wayne County Airport to Chicago Midway Airport. July is the most popular month to visit Chicago. If you want a quieter vibe, go in December.

  • When reserving your flight from Detroit Wayne County Airport to Chicago Midway Airport, consider the kind of weather you like. July is the warmest month in Chicago, with the temperature ranging from 16ºC (61ºF) to 28ºC (82ºF).

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for cheap tickets from DTW to MDW sometime around then if you'd rather travel in cooler conditions.

Explore more of the United States

  • Columbus is just one of the many places in the United States waiting to be explored once you've seen the sights of Chicago. Around 451 kilometres away to the south-east, its top attractions include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in the United States. Start your sightseeing at Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.