Cheap Flights from Fort Lauderdale to Chicago Midway

Compare Fort Lauderdale 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 Fort Lauderdale to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Fort Lauderdale to Chicago Midway Airport? If you want to travel next month, return fares start from $314. Find the lowest prices on one-way and return tickets right here.

Chicago.$291 per passenger.Departing Tue, 1 Sep, returning Wed, 30 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Tue, 1 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 30 Sep, arriving in Fort Lauderdale International.Price includes taxes and charges.From $291, select.

Chicago.$313 per passenger.Departing Tue, 4 Aug, returning Mon, 10 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Tue, 4 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 10 Aug, arriving in Fort Lauderdale International.Price includes taxes and charges.From $313, select.

Chicago.$314 per passenger.Departing Wed, 8 Jul, returning Mon, 13 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Wed, 8 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 13 Jul, arriving in Fort Lauderdale International.Price includes taxes and charges.From $314, select.

Chicago.$318 per passenger.Departing Thu, 8 Oct, returning Tue, 13 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Thu, 8 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 13 Oct, arriving in Fort Lauderdale International.Price includes taxes and charges.From $318, select.

Chicago.$335 per passenger.Departing Tue, 30 Jun, returning Tue, 7 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Tue, 30 Jun, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 7 Jul, arriving in Fort Lauderdale International.Price includes taxes and charges.From $335, select.

Chicago.$336 per passenger.Departing Wed, 29 Jul, returning Tue, 11 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Wed, 29 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 11 Aug, arriving in Fort Lauderdale International.Price includes taxes and charges.From $336, select.

Chicago.$346 per passenger.Departing Thu, 29 Oct, returning Mon, 2 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Thu, 29 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 2 Nov, arriving in Fort Lauderdale International.Price includes taxes and charges.From $346, select.

Chicago.$352 per passenger.Departing Mon, 31 Aug, returning Thu, 3 Sep.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Fort Lauderdale International on Mon, 31 Aug, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departs from Chicago Midway on Thu, 3 Sep, arriving in Fort Lauderdale International.Price includes taxes and charges.From $352, select.

Chicago.$353 per passenger.Departing Wed, 24 Jun, returning Tue, 30 Jun.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Fort Lauderdale International on Wed, 24 Jun, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departs from Chicago Midway on Tue, 30 Jun, arriving in Fort Lauderdale International.Price includes taxes and charges.From $353, select.

Chicago.$355 per passenger.Departing Wed, 26 Aug, returning Wed, 2 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Wed, 26 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 2 Sep, arriving in Fort Lauderdale International.Price includes taxes and charges.From $355, select.

Chicago.$360 per passenger.Departing Thu, 25 Jun, returning Tue, 30 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Thu, 25 Jun, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 30 Jun, arriving in Fort Lauderdale International.Price includes taxes and charges.From $360, select.

Chicago.$370 per passenger.Departing Fri, 31 Jul, returning Sat, 5 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Fort Lauderdale International on Fri, 31 Jul, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Sat, 5 Sep, arriving in Fort Lauderdale International.Price includes taxes and charges.From $370, select.

Chicago.$374 per passenger.Departing Wed, 11 Nov, returning Sat, 14 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Fort Lauderdale International on Wed, 11 Nov, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Sat, 14 Nov, arriving in Fort Lauderdale International.Price includes taxes and charges.From $374, select.

Chicago.$374 per passenger.Departing Sun, 27 Sep, returning Sat, 3 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Fort Lauderdale International on Sun, 27 Sep, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Sat, 3 Oct, arriving in Fort Lauderdale International.Price includes taxes and charges.From $374, select.

Chicago.$388 per passenger.Departing Wed, 4 Nov, returning Mon, 9 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Fort Lauderdale International on Wed, 4 Nov, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 9 Nov, arriving in Fort Lauderdale International.Price includes taxes and charges.From $388, select.

Chicago.$443 per passenger.Departing Sat, 16 Jan, returning Wed, 20 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Fort Lauderdale International on Sat, 16 Jan, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Wed, 20 Jan, arriving in Fort Lauderdale International.Price includes taxes and charges.From $443, select.

Find the cheapest month to fly from Fort Lauderdale to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Fort Lauderdale to Chicago Midway flights are currently cheapest in September.

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Direct flights from Fort Lauderdale to Chicago Midway

Fort Lauderdale to Chicago Midway: Alternative routes

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

Fort Lauderdale to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$291
Cheapest month to fly	September
Average flight time	3 hrs, 6 mins
Most popular airline	Southwest Airlines
Average flights per week	22

Finding cheap flights from Fort Lauderdale to Chicago Midway: Frequently asked questions

How much are return flights from Fort Lauderdale to Chicago Midway?

The best price we found for a return flight from Fort Lauderdale to Chicago Midway is $291. 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.

How long does it take to fly from Fort Lauderdale to Chicago Midway?

3 hours and 6 minutes is the average flight time from Fort Lauderdale to Chicago Midway.

Which airlines fly direct from Fort Lauderdale to Chicago Midway?

Southwest Airlines flies direct from Fort Lauderdale to Chicago Midway.

How many flights are there a week from Fort Lauderdale to Chicago Midway?

As of June 2026, there are 22 flights per week flying from Fort Lauderdale to Chicago Midway.

When is the cheapest time to fly from Fort Lauderdale to Chicago Midway?

The cheapest month to fly from Fort Lauderdale to Chicago Midway is usually September.

Which upcoming date is cheapest to fly from Fort Lauderdale to Chicago Midway Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Fort Lauderdale to Chicago Midway Airport on Tuesday, 1 September 2026.

Can I get a direct flight from Fort Lauderdale to Chicago Midway Airport?

Yes – the average flight time is 3 hours and 6 minutes.

How can I find the best flight deal to Chicago Midway?

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.

When is the best time to book flights to Chicago?

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.

Which is the cheapest airline to fly from Fort Lauderdale to Chicago Midway with?

The cheapest airline that flies to Chicago Midway is Southwest Airlines .

Flying from Fort Lauderdale to Chicago Midway International Airport (MDW): What you need to know

Your route to adventure begins at Fort Lauderdale's main airport, Fort Lauderdale-Hollywood International Airport (FLL). Explore your options for catching a flight from Fort Lauderdale to Chicago Midway International Airport (MDW) leaving from this terminal.
3 hours 10 minutes is the average duration of a direct Fort Lauderdale to Chicago Midway International Airport flight.
Chicago is one hour behind Fort Lauderdale. Chicago Midway International Airport is located in Chicago, which operates on the UTC-6 timezone.
The busiest route is from Fort Lauderdale-Hollywood International Airport (FLL) to Chicago Midway International Airport (MDW), with 16 direct services every week. If you're eager to be on your way, the earliest flight from FLL to MDW is the 5:30am Southwest Airlines option. If you prefer travelling later, the last departure is at 9:40pm with Southwest Airlines.
Leave enough time to make your flight from Fort Lauderdale to MDW. As a general rule, arrive two hours before international departures and an hour ahead for domestic flights.
March is a peak travel month. If you're taking off then or around a major holiday like Christmas or Thanksgiving, turn up even earlier. Aim for at least two hours ahead for domestic flights and as much as four hours for international journeys.

Airports in Fort Lauderdale

Fort Lauderdale-Hollywood International Airport (FLL)

Get there in one go from Fort Lauderdale-Hollywood International Airport (FLL). Direct flights from Fort Lauderdale to Chicago Midway International Airport (MDW) are available from here.
Book your direct flight from Fort Lauderdale to Chicago Midway International Airport with Southwest Airlines. This top airline operates departures from FLL.
Most travellers choose to book seats with Southwest Airlines between FLL and MDW.
Southwest Airlines is the most punctual carrier on this route, with 74.74% of its services arriving as scheduled.
Located around 11 kilometres from the centre of Fort Lauderdale, FLL can be reached in about 20 minutes by car (depending on traffic). The journey by public transport takes roughly 35 minutes.
Want a leisurely start to your trip? Stay near Fort Lauderdale-Hollywood International Airport. Whether you have an early flight from Fort Lauderdale to Chicago Midway International Airport or prefer not to feel hurried, these hotels are just the thing:
When it comes to the on-time performance of Fort Lauderdale-Hollywood International Airport, data shows 75% of flights meet their scheduled arrival time.
The address for FLL is 320 Terminal Drive.

About Chicago Midway International Airport (MDW)

The last thing you need is a long journey to your hotel if you're getting in late on a flight from Fort Lauderdale to Chicago Midway International Airport. Get comfy at one of these accommodation options near MDW instead:
Get the best deal by booking your ride around four weeks before your Fort Lauderdale to Chicago Midway International Airport flight.
You'll find MDW at 5700 South Cicero.

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

Chicago Midway International Airport is around 16 kilometres from central Chicago. It takes around 25 minutes or so to get to the city by car.
It takes around 30 minutes when travelling by public transport.

How to find the cheapest flights from Fort Lauderdale to Chicago Midway International Airport (MDW)

At the moment, $133 is the best price we've found for a one-way ticket from Fort Lauderdale to Chicago Midway International Airport. The cheapest price for a return flight is $291. Remember fares can change due to demand at the time of booking.
To pick up cheap flights from Fort Lauderdale to MDW, book ahead. Airlines typically offer lower prices when tickets first go on sale.
Affordable Fort Lauderdale to Chicago Midway International Airport tickets are easier to find if you're not locked into specific dates. Try using the 'Whole month' search function to compare fares across the month and then pick the cheapest day.
Never miss a deal on plane tickets from Fort Lauderdale to MDW by creating a Price Alert. We'll send you an email or notification on the app when prices go down.
Nail down a great price on a flight from Fort Lauderdale to Chicago Midway International Airport with the help of the filters. Choose your ideal arrival and departure times, airlines and number of stops. You can also sort your results by 'Best,' 'Fastest' or 'Cheapest.'

The best time to fly from Fort Lauderdale to Chicago Midway International Airport (MDW)

Think about the pace you're looking for when picking your flight dates. November is the quietest month to visit Chicago. July is when most people book flights from Fort Lauderdale to Chicago Midway International Airport (MDW), which may be perfect if you'd rather travel when it's busy.
The warmest month in Chicago is July, with temperatures ranging between 16ºC and 28ºC. Book your Fort Lauderdale to MDW plane ticket then if that's your definition of good weather.
Look for cheap tickets from Fort Lauderdale to Chicago Midway International Airport in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC.

More about Chicago

When it comes to looking for somewhere to lay your head, you'll find the best stays in Chicago right here. Explore these hotels once you've booked your flight from Fort Lauderdale to Chicago Midway International Airport:
Your trip to Chicago should come with a bit of sightseeing. Major attractions that should be on your list include Millennium Park, Art Institute of Chicago and Willis Tower.

Explore more of the United States

Indianapolis is just one of the many cities in the United States waiting to be discovered once you've seen the sights of Chicago. Around 257 kilometres away to the southeast, well-known attractions include Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.
If you're looking to explore another major destination in the United States, consider Milwaukee, about 137 kilometres north of Chicago. Richards Duplex Apartments by Frank Lloyd Wright, Miller Park and Milwaukee County Zoo are among its highlights.