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Cheap flights from Chicago to Florida from $37

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 to Florida departing on 5/27. 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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0 bags

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Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Florida.
Frontier Logo
4:15 pm - 8:18 pmORD-MCO
3h 03mnonstop
Frontier Logo
9:57 pm - 12:04 amMCO-ORD
3h 07mnonstop
$83Frontier
Find Deal
Sat, May 17 - Sat, May 24
Frontier Logo
4:15 pm - 8:18 pmORD-MCO
3h 03mnonstop
Frontier Logo
10:17 pm - 12:20 amMCO-ORD
3h 03mnonstop
$85Frontier
Find Deal
Sat, May 17 - Thu, May 22
Spirit Airlines Logo
7:00 am - 11:14 amORD-MIA
3h 14mnonstop
Spirit Airlines Logo
6:30 am - 8:51 amMIA-ORD
3h 21mnonstop
$96Spirit Airlines
Find Deal
Wed, Jul 9 - Sat, Jul 12
Spirit Airlines Logo
9:55 am - 2:10 pmORD-MIA
3h 15mnonstop
Spirit Airlines Logo
3:15 pm - 5:41 pmMIA-ORD
3h 26mnonstop
$97Spirit Airlines
Find Deal
Tue, May 13 - Wed, May 14
United Airlines Logo
7:10 am - 11:01 amORD-TPA
2h 51mnonstop
United Airlines Logo
5:50 pm - 8:07 pmTPA-ORD
3h 17mnonstop
$169United Airlines
Find Deal
Sat, May 24 - Tue, Jun 3
American Airlines Logo
6:45 pm - 10:52 pmORD-RSW
3h 07mnonstop
American Airlines Logo
8:30 am - 10:43 amRSW-ORD
3h 13mnonstop
$179American Airlines
Find Deal
Sat, May 24 - Sun, May 25
American Airlines Logo
7:00 am - 12:56 pmORD-TPA
4h 56m1 stop
American Airlines Logo
7:20 am - 9:25 amTPA-ORD
3h 05mnonstop
$179American Airlines
Find Deal
Wed, May 28 - Tue, Jun 3
Southwest Logo
9:45 am - 1:50 pmMDW-MIA
3h 05mnonstop
Southwest Logo
5:45 am - 7:50 amMIA-MDW
3h 05mnonstop
$179Southwest
Find Deal
Tue, Jul 1 - Sat, Jul 5
United Airlines Logo
10:40 am - 1:08 pmORD-PNS
2h 28mnonstop
United Airlines Logo
6:30 am - 12:20 pmPNS-ORD
5h 50m1 stop
$183United Airlines
Find Deal
Wed, May 7 - Sat, May 10
Southwest Logo
7:10 pm - 11:10 pmMDW-MIA
3h 00mnonstop
Southwest Logo
5:45 am - 7:50 amMIA-MDW
3h 05mnonstop
$188Southwest
Find Deal
Sat, Jun 28 - Sat, Jul 5

Spirit Airlines flights from Chicago to Florida

Our best Spirit Airlines deals on Chicago to Florida flight tickets
Spirit Airlines
Jul 9
ORD7:00 amChicago O'Hare Intl
3h 14m
MIA11:14 amMiami
Jul 12
MIA6:30 amMiami
3h 21m
ORD8:51 amChicago O'Hare Intl
Spirit Airlines
May 13
ORD9:55 amChicago O'Hare Intl
3h 15m
MIA2:10 pmMiami
May 14
MIA3:15 pmMiami
3h 26m
ORD5:41 pmChicago O'Hare Intl
Spirit Airlines
May 20
ORD9:55 amChicago O'Hare Intl
3h 15m
MIA2:10 pmMiami
May 24
MIA3:15 pmMiami
3h 26m
ORD5:41 pmChicago O'Hare Intl

Southwest flights from Chicago to Florida

Our best Southwest deals on Chicago to Florida flight tickets
Southwest
Jul 1
MDW9:45 amChicago Midway
3h 05m
MIA1:50 pmMiami
Jul 5
MIA5:45 amMiami
3h 05m
MDW7:50 amChicago Midway
Southwest
Jun 28
MDW7:10 pmChicago Midway
3h 00m
MIA11:10 pmMiami
Jul 5
MIA5:45 amMiami
3h 05m
MDW7:50 amChicago Midway
Southwest
Jul 1
MDW6:00 amChicago Midway
8h 40m
2 stops
MIA3:40 pmMiami
Jul 5
MIA5:45 amMiami
3h 05m
MDW7:50 amChicago Midway

See travel insights to Florida from

How to get the cheapest flight ticket from Chicago 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

What is the cheapest month to fly to Florida?

In general, July is the cheapest month to fly from Chicago to Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $160. If you’re not able to fly to Florida in July, then September is your next best option. Flight prices from Chicago to Florida during September average around $177.

What is the cheapest day to depart on your flight to Florida?

On average, the least expensive day to fly to Florida from Chicago is on a Thursday. momondo users have found tickets for Thursday departures for as low as $417. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Monday is $461.

What is the cheapest time of day to depart on your flight to Florida?

Flying to Florida from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as $196 when looking at flights departing in the evening. Flights to Florida are more costly in the morning, with an average ticket price of $492. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Florida flight route?

Fly from Chicago Greater Rockford to Orlando Sanford Intl for the best Chicago - 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 when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Florida for around $261 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from Chicago for as low as $204 on momondo.

What cabin class options are available on Chicago to Florida flights?

There are 4 cabin classes available to choose from on Chicago to Florida flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Chicago to Florida flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Florida

Best Price Found

$37

Fastest flight time

2h 09m

Direct flights

Every day

Airports in Florida

6 airports
The best one-way flight to Florida from Chicago in the past 72 hours is $37. The best round-trip flight deal from Chicago to Florida found on momondo in the last 72 hours is $83.
The fastest flight from Chicago to Florida takes 2h 09m
Direct flights go from Chicago to Florida every day.
There are 6 airports near Florida: Tampa (TPA), Miami (MIA), Pensacola (PNS), Fort Lauderdale (FLL), Fort Myers SW Florida Intl (RSW), Orlando (MCO)

  • When did momondo last update prices for flights from Chicago to Florida?

    Prices for flights from Chicago to Florida were last updated today.

  • How many operators does momondo search for flights from Chicago to Florida?

  • How old do you have to be to fly from Chicago to Florida?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago 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 to Florida?


Best airlines flying from Chicago to Florida

Compare and see reviews for airlines that fly from Chicago to Florida with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $37Free CancellationRating
5.9
3,283 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $42Free CancellationRating
6.3
7,940 reviews
Search Spirit Airlines flights
Allegiant AirPriceFrom $89Free CancellationRating
7.3
734 reviews
Search Allegiant Air flights
United AirlinesPriceFrom $95Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
Sun Country AirPriceFrom $134Free CancellationRating
6.9
348 reviews
Search Sun Country Air flights
DeltaPriceFrom $144Free CancellationRating
8.0
7,920 reviews
Search Delta flights
American AirlinesPriceFrom $159Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $180Free CancellationRating
8.0
4,287 reviews
Search Southwest flights
JetBluePriceFrom $233Free CancellationRating
7.3
2,924 reviews
Search JetBlue flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Florida?

It is quick and easy to find Chicago to Florida flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Florida that suits you.

Can I find flights from Chicago to Florida with flexible booking policies on momondo?

Yes. All flights to Florida from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Florida?

Once all potential Chicago to Florida flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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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