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Cheap Flights from Chicago Midway to Miami International

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      Travellers and cabin class, 1 Adult, Economy
      Southwest Airlines

      Compare Chicago Midway to Miami International flight deals

      Find the cheapest month or even day of the year to fly to Miami International

      Book the best Miami International fare with no extra fees

      Flight deals from Chicago Midway to Miami International

      Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Miami International Airport? If you want to travel next month, return fares start from R 3,066. Find the lowest prices on one-way and return tickets right here.
      Miami.R 1,397 per passenger.Departing Sat, 31 Oct.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 31 Oct, arriving in Miami International.Price includes taxes and charges.From R 1,397, select.
      Miami.R 1,574 per passenger.Departing Tue, 5 Jan.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 5 Jan, arriving in Miami International.Price includes taxes and charges.From R 1,574, select.
      Miami.R 1,686 per passenger.Departing Tue, 15 Dec.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 15 Dec, arriving in Miami International.Price includes taxes and charges.From R 1,686, select.
      Miami.R 1,695 per passenger.Departing Sat, 7 Nov.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 7 Nov, arriving in Miami International.Price includes taxes and charges.From R 1,695, select.
      Miami.R 1,720 per passenger.Departing Wed, 24 Feb.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 24 Feb, arriving in Miami International.Price includes taxes and charges.From R 1,720, select.
      Miami.R 1,888 per passenger.Departing Tue, 16 Feb.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 16 Feb, arriving in Miami International.Price includes taxes and charges.From R 1,888, select.
      Miami.R 1,917 per passenger.Departing Tue, 16 Mar.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 16 Mar, arriving in Miami International.Price includes taxes and charges.From R 1,917, select.
      Miami.R 1,979 per passenger.Departing Tue, 12 Jan.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 12 Jan, arriving in Miami International.Price includes taxes and charges.From R 1,979, select.
      Miami.R 2,420 per passenger.Departing Thu, 20 May.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 20 May, arriving in Miami International.Price includes taxes and charges.From R 2,420, select.
      Miami.R 2,520 per passenger.Departing Tue, 24 Nov.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 24 Nov, arriving in Miami International.Price includes taxes and charges.From R 2,520, select.
      Miami.R 2,533 per passenger.Departing Mon, 1 Mar.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 1 Mar, arriving in Miami International.Price includes taxes and charges.From R 2,533, select.
      Miami.R 2,936 per passenger.Departing Sat, 8 May.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 8 May, arriving in Miami International.Price includes taxes and charges.From R 2,936, select.
      Miami.R 3,071 per passenger.Departing Thu, 3 Dec.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 3 Dec, arriving in Miami International.Price includes taxes and charges.From R 3,071, select.
      Miami.R 3,071 per passenger.Departing Sat, 10 Oct.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 10 Oct, arriving in Miami International.Price includes taxes and charges.From R 3,071, select.
      Miami.R 3,080 per passenger.Departing Sat, 26 Sep.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 26 Sep, arriving in Miami International.Price includes taxes and charges.From R 3,080, select.
      Miami.R 3,105 per passenger.Departing Tue, 20 Apr.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 20 Apr, arriving in Miami International.Price includes taxes and charges.From R 3,105, select.
      How did we find these deals? The deals you see here are the lowest prices for flight tickets from Chicago Midway to Miami International found in the last 4 days, and are subject to change and availability.

      Find the cheapest month to fly from Chicago Midway to Miami International

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Miami International flights are currently cheapest in October.
      Sep
      from R 3,080
      Oct
      from R 1,397
      Nov
      from R 1,695
      Dec
      from R 1,686
      Jan
      from R 1,574
      Feb
      from R 1,720
      Mar
      from R 1,917
      Apr
      from R 3,105
      May
      from R 2,420
      Jun
      from R 3,136
      Jul
      from R 3,879
      Aug
      from R 3,259

      Direct flights from Chicago Midway to Miami International

      Southwest Airlines

      Chicago Midway to Miami International: Alternative routes

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

      Miami International

      9km from central Miami
      Closest
      from R 1,397
      Search flights

      Miami Opa Locka

      17km from central Miami
      Search flights

      Fort Lauderdale International

      34km from central Miami
      Cheapest
      from R 1,142
      Search flights

      Fort Lauderdale Executive

      48km from central Miami
      Search flights

      Chicago to Miami: Flight information

      The things to know before you go.
      Cheapest flight foundR 1,397
      Cheapest month to flyOctober
      Average flight time3 hrs, 3 mins
      Most popular airlineSouthwest Airlines
      Average flights per week13

      Finding cheap flights from Chicago Midway to Miami International: Frequently asked questions

      The best price we found for a return flight from Chicago Midway to Miami International is R 2,781. 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.
      3 hours and 3 minutes is the average flight time from Chicago Midway to Miami International.
      Southwest Airlines flies direct from Chicago Midway to Miami International.
      As of September 2026, there are 13 flights per week flying from Chicago Midway to Miami International.
      The cheapest month to fly from Chicago Midway to Miami International is usually October.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Miami International Airport on Saturday, 31 October 2026.
      Yes – the average flight time is 3 hours and 3 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 Miami International 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 Miami 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 Miami International.

      Flying from Chicago Midway Airport (MDW) to Miami International Airport (MIA): what you need to know

      • Around 3 hours is how long you can expect to be travelling on a direct flight from Chicago Midway Airport to Miami International Airport.

      • The timezone in Miami is UTC-5, which is one hour ahead of Chicago.

      • Each week, there are five Chicago Midway Airport to Miami International Airport flights. To be on board as early as possible, select the 06:00 Frontier Airlines flight. If you're eager to make the most of your time before you fly, the last flight is at 20:45 with Southwest Airlines.

      • Get to the airport on time so you don't miss your MDW to MIA flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid sprinting to your gate.

      • During popular months such as July, you'll want to get to the airport earlier than normal. Arrive two hours before a domestic departure and four hours ahead of international flights when you travel during a peak period in general.

      • Flying into Miami (and then seeing more of the United States!) is a cinch with Southwest Airlines. This popular carrier has direct flights from Chicago Midway Airport to Miami International Airport.

      • Southwest Airlines tops the list for bookings on this route.

      • The most punctual carrier offering MDW to MIA flights is Southwest Airlines. Its services land as planned 76.74% of the time.

      • If you'd like to split up your journey, simply deselect 'Direct flights only' when searching for your ticket from Chicago Midway Airport to Miami International Airport. Here are the top stopovers between MDW and MIA:

        • Atlanta Hartsfield-Jackson Airport

        • Orlando International Airport

        • Nashville Airport

      How to find the cheapest flights from Chicago Midway Airport (MDW) to Miami International Airport (MIA)

      • The cheapest price we've found for a one-way Chicago Midway Airport to Miami International Airport flight is R 1,397. A round-trip plane ticket right now is R 2,781. Depending on the availability and when you book, these fares could change.

      • To get your hands on cheap tickets from MDW to MIA, book as early as you can. Airlines typically offer their most competitively priced fares when flights are first made available.

      • Organise your trip for May. That's the cheapest month for flights from Chicago Midway Airport to Miami International Airport. If you have flexibility with your dates, try out the 'Whole month' tool to find the lowest airfare across each month.

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

      • Discover the perfect flight for you by using the filters. To see the 'Best,' 'Fastest' or 'Cheapest' flights from Chicago Midway Airport to Miami International Airport, use the 'Sort by' function. You can also filter results by airline, arrival and departure times, and number of stops.

      Handy information about Chicago Midway Airport (MDW)

      • You'll find MDW at 5700 South Cicero.

      • When it comes to Chicago Midway Airport's on-time performance, data shows 76% of flights meet their scheduled arrival time.

      • Chicago Midway Airport is around 16 kilometres from central Chicago. If you're driving, ride-sharing or catching a taxi from the centre, it'll take 25 minutes or so to get there, depending on the traffic.

      • Planning to catch public transport? Expect a journey time of around 30 minutes.

      • Catching an early flight from Chicago Midway Airport to Miami International Airport? Avoid the stress of rushing to the airport (and get some extra shut-eye) by choosing one of these hotels near MDW:

      Arriving at Miami International Airport (MIA)

      When to fly to Miami International Airport (MIA)

      • The quietest month for a flight from Chicago Midway Airport to Miami International Airport is September, while July is the busiest. Pick the best time to go to Miami based on whether you prefer a more relaxed vibe or a faster pace.

      • Before locking in your flight from Chicago Midway Airport to Miami International Airport, consider the kind of weather you enjoy. August is the warmest month in Miami, with temperatures ranging from 27ºC (81ºF) to 31ºC (88ºF).

      • If you like travelling in cooler conditions, look for a cheap ticket from MDW to MIA in January. Average temperatures are between 15ºC (59ºF) and 24ºC (75ºF) then.

      Explore more of the United States

      • You've done Miami, now it's time to discover other corners of the United States. Journey around 338 kilometres north-west to Tampa to tick off its popular sights. From Busch Gardens Tampa to The Florida Aquarium and ZooTampa at Lowry Park, your itinerary will be busy.

      • Orlando is another essential stop in the United States and is around 338 kilometres north of Miami. No journey is complete without dropping by Hogwarts, Universal's Islands of Adventure and Jurassic world.

      Plan the rest of your trip from Chicago to Miami

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