Cheap flights from Chicago Midway Airport to Florida from $49
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Florida departing on 5/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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1 adult
Economy
0 bags
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One-way
Last minute
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Cheap round-trip flights
KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago Midway Airport to Florida.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Florida.
Cheap last minute flights
Planning a quick getaway from Chicago Midway Airport to Florida? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Florida, so you can enjoy a seamless trip without layovers.
Southwest flights from Chicago Midway Airport to Florida
Our best Southwest deals on Chicago Midway Airport to Florida flight tickets
Southwest![Southwest]()
Jun 25![Southwest]()
Jul 1
MDW3:00 pmChicago Midway
3h 00m
FLL7:00 pmFort Lauderdale
FLL7:15 pmFort Lauderdale
3h 10m
MDW9:25 pmChicago Midway
Southwest![Southwest]()
May 17![Southwest]()
May 20
MDW7:25 amChicago Midway
3h 00m
MIA11:25 amMiami
MIA7:00 amMiami
3h 10m
MDW9:10 amChicago Midway
Delta flights from Chicago Midway Airport to Florida
Our best Delta deals on Chicago Midway Airport to Florida flight tickets
Delta![Delta]()
Jun 18![Delta]()
Jun 23
MDW10:26 amChicago Midway
5h 44m
1 stop
ECP4:10 pmPanama City NW Florida Beaches
ECP1:47 pmPanama City NW Florida Beaches
4h 15m
1 stop
MDW6:02 pmChicago Midway
Delta![Delta]()
May 17![Delta]()
May 24
MDW5:25 pmChicago Midway
5h 29m
1 stop
MCO11:54 pmOrlando
MCO5:45 pmOrlando
4h 28m
1 stop
MDW9:13 pmChicago Midway
See travel insights to Florida from
How to get the cheapest flight ticket from Chicago Midway Airport to Florida
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
Prices
Airlines
Other information
What is the cheapest month to fly to Florida?
In general, June is the cheapest month to fly from Chicago Midway Airport to Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $158. If you’re not able to fly to Florida in June, then May is your next best option. Flight prices from Chicago Midway Airport to Florida during May average around $168.
What is the cheapest day to depart on your flight to Florida?
On average, the least expensive day to fly to Florida from Chicago Midway Airport is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $109. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Saturday is $228.
What is the cheapest time of day to depart on your flight to Florida?
Flying to Florida from Chicago Midway Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $159 when looking at flights departing in the evening. Flights to Florida are more costly in the afternoon, with an average ticket price of $241. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago Midway to Florida flight route?
Fly from Chicago Midway to Tampa for the best Chicago Midway - Florida flight prices
How far in advance should I book a flight to Florida?
You are more likely to see cheaper flights to Florida from Chicago Midway Airport when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Florida for around $222 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from Chicago Midway Airport for as low as $136 on momondo.
What cabin class options are available on Chicago Midway to Florida flights?
There are 1 cabin classes available to choose from on Chicago Midway to Florida flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago Midway to Florida?
Frontier, Southwest, and Allegiant Air are the most popular carriers operating from Chicago Midway to Florida
What airlines fly to Florida?
Frontier, Southwest and Delta are the top three most popular airlines that fly to Florida from Chicago Midway Airport according to our data. Frontier is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Florida. Keep in mind that there are 6 different airlines that fly to Florida on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago Midway Airport to Florida on average per day?
As of April 2025, there are 19 flights per day flying from Chicago Midway Airport to Florida. The most common time of day flights depart is 6:00PM, with 36% of flights taking off at noon.
How many flights depart from Chicago Midway Airport to Florida on average per week?
135 flights are operational weekly from Chicago Midway Airport to Florida as of April 2025. The most popular departure day for this route is Thu, with 23% of flights per week taking off on this day.
Cheap Chicago Midway Airport to Florida flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Florida
Best Price Found | $49 |
|---|---|
Fastest flight time | 2h 05m |
Direct flights | Mon, Tue, Wed, Fri, Sat and Sun |
Airports in Florida | 4 airports |
When did momondo last update prices for flights from Chicago Midway Airport to Florida?
Prices for flights from Chicago Midway Airport to Florida refresh daily.
How many operators does momondo search for flights from Chicago Midway Airport to Florida?
There are 6 operators available for flights from Chicago Midway Airport to Florida as of April 2025.
How old do you have to be to fly from Chicago Midway Airport to Florida?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Florida.
What documentation or ID do you need to fly to Florida?
The travel and health documents required for your trip to Florida can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Florida. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago Midway Airport to Florida?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to Florida is Airbus A320neo, representing 20.56% of all bookings. The subsequent popular models are Airbus A321neo at 16.32%, Boeing 737 MAX 8 at 12.39%, and Boeing 737-800 at 11.19%.
Best airlines flying from Chicago Midway Airport to Florida
Compare and see reviews for airlines that fly from Chicago Midway Airport to Florida with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $39 | Free Cancellation | Rating 6.0 3,281 reviews | |||
| PriceFrom $84 | Free Cancellation | Rating 6.3 7,926 reviews | |||
| PriceFrom $95 | Free Cancellation | Rating 7.4 8,667 reviews | |||
| PriceFrom $180 | Free Cancellation | Rating 8.0 4,280 reviews | |||
| PriceFrom $196 | Free Cancellation | Rating 8.0 7,916 reviews | |||
| PriceFrom $270 | Free Cancellation | Rating 7.2 10,000 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Florida?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Florida. momondo saves you time and could save you money on your trip.
Can I find flights from Chicago to Florida with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to Florida flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to Florida?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Florida.
I’m not ready to book a flight from Chicago to Florida right now. Can momondo alert me if prices change?
Price alerts on flights to Florida from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.
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