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Cheap flights from Chicago to Florida from $28

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 1/13. 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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Find the cheapest flights from Chicago to Florida

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Florida that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Florida.

Cheap last minute flights

Planning a quick getaway from Chicago 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.

Cheap bus & train deals from Chicago to Florida

Find recent round-trip train or bus tickets from Chicago to Florida.

All round-trip flight deals to Florida

The cheapest plane tickets to Florida found on KAYAK recently.
3:16 pm - 7:04 pmORD-TPA
2h 48mnonstop
11:43 am - 1:50 pmTPA-ORD
3h 07mnonstop
$52Frontier
Find Deal
Mon, Jan 27 - Thu, Jan 30
7:00 am - 10:48 amORD-TPA
2h 48mnonstop
12:18 pm - 2:25 pmTPA-ORD
3h 07mnonstop
$57Frontier
Find Deal
Sun, Feb 2 - Wed, Feb 12
2:02 pm - 6:16 pmORD-MIA
3h 14mnonstop
10:00 am - 12:29 pmMIA-ORD
3h 29mnonstop
$80Spirit Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 15
7:00 am - 10:48 amORD-TPA
2h 48mnonstop
12:16 pm - 2:23 pmTPA-ORD
3h 07mnonstop
$81Spirit Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
7:09 pm - 11:17 pmORD-MIA
3h 08mnonstop
6:35 am - 9:02 amMIA-ORD
3h 27mnonstop
$157American Airlines
Find Deal
Sat, Feb 22 - Tue, Feb 25
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$158Southwest
Find Deal
Wed, Jan 22 - Tue, Jan 28
7:00 am - 11:04 amORD-RSW
3h 04mnonstop
11:01 am - 4:56 pmRSW-ORD
6h 55m1 stop
$162United Airlines
Find Deal
Sat, Feb 22 - Wed, Feb 26
8:05 am - 12:09 pmORD-PBI
3h 04mnonstop
5:10 pm - 7:31 pmPBI-ORD
3h 21mnonstop
$164American Airlines
Find Deal
Sun, Feb 9 - Fri, Feb 14
6:10 pm - 9:50 pmMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$164Southwest
Find Deal
Sun, Jan 19 - Wed, Jan 22
7:10 am - 11:24 amORD-PBI
3h 14mnonstop
5:53 pm - 8:25 pmPBI-ORD
3h 32mnonstop
$179United Airlines
Find Deal
Tue, Jan 14 - Sun, Jan 19
3:25 pm - 7:18 pmORD-TPA
2h 53mnonstop
$28Frontier
Find Deal
Mon, Jan 13
10:00 am - 2:01 pmORD-RSW
3h 01mnonstop
$29Frontier
Find Deal
Sat, Jan 25
3:56 pm - 8:10 pmORD-FLL
3h 14mnonstop
$37Spirit Airlines
Find Deal
Wed, Jan 15
5:35 am - 9:29 amORD-RSW
2h 54mnonstop
$37Spirit Airlines
Find Deal
Tue, Jan 14
7:00 am - 11:11 amORD-FLL
3h 11mnonstop
$79United Airlines
Find Deal
Sat, Mar 1
7:30 am - 11:47 amORD-MIA
3h 17mnonstop
$79United Airlines
Find Deal
Wed, Feb 19
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
$79Southwest
Find Deal
Tue, Jan 21
10:05 am - 1:45 pmMDW-TPA
2h 40mnonstop
$79Southwest
Find Deal
Wed, Jan 22
2:55 pm - 7:02 pmORD-MIA
3h 07mnonstop
$90American Airlines
Find Deal
Wed, Feb 19
8:22 am - 12:08 pmORD-TPA
2h 46mnonstop
$95American Airlines
Find Deal
Sun, Jan 12
5:05 am - 9:07 amORD-RSW
3h 02mnonstop
10:45 pm - 12:47 amRSW-ORD
3h 02mnonstop
Thu, Dec 19 - Tue, Jan 7
5:05 am - 9:07 amORD-RSW
3h 02mnonstop
5:53 pm - 8:00 pmRSW-ORD
3h 07mnonstop
Thu, Dec 19 - Wed, Jan 8
5:05 am - 9:07 amORD-RSW
3h 02mnonstop
9:32 pm - 11:57 pmRSW-ORD
3h 25mnonstop
$184Frontier
Find Deal
Thu, Dec 19 - Tue, Dec 24
5:05 am - 9:07 amORD-RSW
3h 02mnonstop
9:57 am - 12:12 pmRSW-ORD
3h 15mnonstop
$191Frontier
Find Deal
Thu, Dec 19 - Thu, Dec 26
6:05 am - 10:04 amORD-RSW
2h 59mnonstop
10:45 pm - 12:47 amRSW-ORD
3h 02mnonstop
$199Spirit Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
6:05 am - 10:04 amORD-RSW
2h 59mnonstop
10:45 pm - 12:47 amRSW-ORD
3h 02mnonstop
$215Spirit Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
8:00 am - 12:09 pmORD-PBI
3h 09mnonstop
6:10 am - 8:29 amPBI-ORD
3h 19mnonstop
$319American Airlines
Find Deal
Fri, Dec 20 - Tue, Dec 24
6:00 am - 1:44 pmORD-PBI
6h 44m1 stop
5:59 pm - 8:25 pmPBI-ORD
3h 26mnonstop
$329United Airlines
Find Deal
Fri, Dec 20 - Wed, Dec 25
11:02 am - 3:13 pmORD-EYW
3h 11mnonstop
4:19 pm - 6:50 pmEYW-ORD
3h 31mnonstop
$369United Airlines
Find Deal
Mon, Dec 23 - Tue, Dec 31
8:00 am - 12:09 pmORD-PBI
3h 09mnonstop
5:44 pm - 8:04 pmPBI-ORD
3h 20mnonstop
$374American Airlines
Find Deal
Sun, Dec 22 - Tue, Dec 31
3:16 pm - 7:04 pmORD-TPA
2h 48mnonstop
11:43 am - 1:50 pmTPA-ORD
3h 07mnonstop
$52Frontier
Find Deal
Mon, Jan 27 - Thu, Jan 30
7:00 am - 10:48 amORD-TPA
2h 48mnonstop
12:18 pm - 2:25 pmTPA-ORD
3h 07mnonstop
$57Frontier
Find Deal
Sun, Feb 2 - Wed, Feb 12
2:02 pm - 6:16 pmORD-MIA
3h 14mnonstop
10:00 am - 12:29 pmMIA-ORD
3h 29mnonstop
$80Spirit Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 15
7:00 am - 10:48 amORD-TPA
2h 48mnonstop
12:16 pm - 2:23 pmTPA-ORD
3h 07mnonstop
$81Spirit Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
6:05 pm - 10:17 pmORD-FLL
3h 12mnonstop
6:00 am - 8:29 amFLL-ORD
3h 29mnonstop
$157American Airlines
Find Deal
Wed, Feb 5 - Sat, Feb 15
7:09 pm - 11:17 pmORD-MIA
3h 08mnonstop
9:12 am - 11:40 amMIA-ORD
3h 28mnonstop
$157American Airlines
Find Deal
Sat, Mar 1 - Tue, Mar 4
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$158Southwest
Find Deal
Wed, Jan 22 - Tue, Jan 28
1:20 pm - 4:55 pmMDW-TPA
2h 35mnonstop
2:30 pm - 4:15 pmTPA-MDW
2h 45mnonstop
$158Southwest
Find Deal
Tue, Jan 21 - Tue, Jan 28
7:10 am - 11:24 amORD-PBI
3h 14mnonstop
4:04 pm - 6:36 pmPBI-ORD
3h 32mnonstop
$169United Airlines
Find Deal
Wed, Jan 8 - Thu, Jan 23
7:10 am - 11:24 amORD-PBI
3h 14mnonstop
5:53 pm - 8:25 pmPBI-ORD
3h 32mnonstop
$179United Airlines
Find Deal
Tue, Jan 14 - Sun, Jan 19

Frontier flights from Chicago to Florida

Our best Frontier deals on Chicago to Florida flight tickets
Frontier
Jan 27
ORD3:16 pmChicago O'Hare Intl
2h 48m
TPA7:04 pmTampa
Jan 30
TPA11:43 amTampa
3h 07m
ORD1:50 pmChicago O'Hare Intl
Frontier
Feb 2
ORD7:00 amChicago O'Hare Intl
2h 48m
TPA10:48 amTampa
Feb 12
TPA12:18 pmTampa
3h 07m
ORD2:25 pmChicago O'Hare Intl
Frontier
Jan 26
ORD7:00 amChicago O'Hare Intl
2h 48m
TPA10:48 amTampa
Jan 30
TPA11:43 amTampa
3h 07m
ORD1:50 pmChicago O'Hare Intl

Spirit Airlines flights from Chicago to Florida

Our best Spirit Airlines deals on Chicago to Florida flight tickets
Spirit Airlines
Jan 14
ORD2:02 pmChicago O'Hare Intl
3h 14m
MIA6:16 pmMiami
Jan 15
MIA10:00 amMiami
3h 29m
ORD12:29 pmChicago O'Hare Intl
Spirit Airlines
Jan 8
ORD7:00 amChicago O'Hare Intl
2h 48m
TPA10:48 amTampa
Jan 15
TPA12:16 pmTampa
3h 07m
ORD2:23 pmChicago O'Hare Intl
Spirit Airlines
Jan 15
ORD3:56 pmChicago O'Hare Intl
3h 14m
FLL8:10 pmFort Lauderdale
Jan 22
FLL5:50 pmFort Lauderdale
3h 23m
ORD8:13 pmChicago O'Hare Intl

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, January 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 $198. If you’re not able to fly to Florida in January, then September is your next best option. Flight prices from Chicago to Florida during September average around $199.

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 Tuesday. momondo users have found tickets for Tuesday departures for as low as $212. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Friday is $299.

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 $181 when looking at flights departing in the evening. Flights to Florida are more costly in the afternoon, with an average ticket price of $277. 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 to Florida flight route?

Fly from Chicago Midway to Tampa for the best Chicago - Florida flight prices

How far in advance should I book a flight to Florida?

In general, most travelers find the cheapest time to book a flight to Florida is about 30 days prior to their departure date when tickets on average are $254. In the past 72 hours, momondo users found flights from Chicago to Florida for as low as $156.

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.

Can stopping save me money on Chicago to Florida flights?

You could potentially save up to 85% on your flight if you consider stops on a Chicago to Florida flight.

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

$28

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Florida

6 airports
The best one-way flight to Florida from Chicago in the past 72 hours is $28. The best round-trip flight deal from Chicago to Florida found on momondo in the last 72 hours is $52.
The fastest flight from Chicago to Florida takes 2h 30m
Direct flights go from Chicago to Florida every day.
There are 6 airports near Florida: Tampa (TPA), Miami (MIA), Palm Beach Intl (PBI), Fort Myers SW Florida Intl (RSW), Fort Lauderdale (FLL), 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 $34Free CancellationRating
6.1
3,479 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $55Free CancellationRating
6.3
8,119 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $95Free CancellationRating
7.4
9,055 reviews
Search United Airlines flights
Allegiant AirPriceFrom $106Free CancellationRating
7.3
829 reviews
Search Allegiant Air flights
Sun Country AirPriceFrom $120Free CancellationRating
6.9
399 reviews
Search Sun Country Air flights
SouthwestPriceFrom $143Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
DeltaPriceFrom $144Free CancellationRating
8.0
8,604 reviews
Search Delta flights
American AirlinesPriceFrom $151Free CancellationRating
7.2
10,000 reviews
Search American Airlines 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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Popular flights according to clicks in the last 7 days on momondo