Find cheap flights from Chicago to Florida

Find cheap flights from Chicago to Florida

Round-trip
Economy
Chicago (CHI)
Florida
Sat 7/4
Sat 7/11
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Florida

Good to know

Low season

February Best time to beat the crowds with an average 4% drop in price.

High season

July Most popular time to fly with an average 7% increase in price.

Average price of a round-trip

$180 (avg. price over the last 2 weeks)

Good deal for a round-trip

$77 or less

FAQs for booking Chicago to Florida flights

Are flight prices cheaper from Chicago to Florida because of coronavirus (COVID-19)?

How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

Top airlines flying from Chicago to Florida

Scores according to KAYAK customer reviews

8.2
JetBlue
Overall score based on 19,172 reviews
8.3
Boarding
8.3
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews
Read more about JetBlue

Book cheap flights from Chicago to Florida (round-trip)

Airports
Origin
Chicago
$48
only
$48
$146
only
$146
Destination
Orlando
$53
only
$53
Fort Lauderdale
$82
only
$82
Tampa
$48
only
$48
Miami
$88
only
$88
Tue, Aug 4
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 40m
Tue, Aug 11
TPA
Tampa Airport
ORD
Chicago O'Hare Airport
2h 58m
Trip: 8 days
Based on null reviews
Mon, Aug 10
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 42m
Sat, Aug 15
TPA
Tampa Airport
ORD
Chicago O'Hare Airport
2h 58m
Trip: 6 days
Based on null reviews
Sat, Aug 1
ORD
Chicago O'Hare Airport
FLL
Fort Lauderdale-Hollywood Airport
3h 00m
Fri, Aug 7
FLL
Fort Lauderdale-Hollywood Airport
ORD
Chicago O'Hare Airport
3h 20m
Trip: 7 days
Based on null reviews
Sun, Jul 26
ORD
Chicago O'Hare Airport
MIA
Miami Airport
2h 59m
Wed, Jul 29
MIA
Miami Airport
ORD
Chicago O'Hare Airport
3h 26m
Trip: 4 days
Based on null reviews
Tue, Aug 4
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 40m
Tue, Aug 11
TPA
Tampa Airport
ORD
Chicago O'Hare Airport
2h 58m
Trip: 8 days
Based on null reviews
Tue, Jul 7
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
9h 07m
Tue, Jul 14
MCO
Orlando Airport
ORD
Chicago O'Hare Airport
3h 11m
Trip: 8 days
Based on null reviews
Sat, Aug 8
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 42m
Sat, Aug 15
TPA
Tampa Airport
ORD
Chicago O'Hare Airport
2h 58m
Trip: 8 days
Based on null reviews
Sun, Jul 26
ORD
Chicago O'Hare Airport
MIA
Miami Airport
3h 12m
Thu, Jul 30
MIA
Miami Airport
ORD
Chicago O'Hare Airport
3h 20m
Trip: 5 days
Based on null reviews
Tue, Aug 4
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 40m
Wed, Aug 5
TPA
Tampa Airport
ORD
Chicago O'Hare Airport
2h 58m
Trip: 2 days
Based on null reviews
Wed, Aug 26
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
3h 00m
Tue, Sep 1
MCO
Orlando Airport
ORD
Chicago O'Hare Airport
11h 23m
Trip: 7 days
Based on null reviews
Tue, Jul 7
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
9h 07m
Tue, Jul 14
MCO
Orlando Airport
ORD
Chicago O'Hare Airport
11h 27m
Trip: 8 days
Based on null reviews
Mon, Aug 10
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
3h 00m
Wed, Aug 12
MCO
Orlando Airport
ORD
Chicago O'Hare Airport
11h 23m
Trip: 3 days
Based on null reviews
Fri, Sep 25
MDW
Chicago Midway Airport
MCO
Orlando Airport
4h 40m
Mon, Sep 28
MCO
Orlando Airport
MDW
Chicago Midway Airport
5h 40m
Trip: 4 days
Based on null reviews
Sat, Sep 5
MDW
Chicago Midway Airport
MCO
Orlando Airport
4h 40m
Sun, Sep 13
MCO
Orlando Airport
MDW
Chicago Midway Airport
4h 55m
Trip: 9 days
Based on null reviews
Sun, Jul 12
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 42m
Wed, Jul 15
TPA
Tampa Airport
ORD
Chicago O'Hare Airport
2h 53m
Trip: 4 days
Based on null reviews
Thu, Jul 16
MDW
Chicago Midway Airport
FLL
Fort Lauderdale-Hollywood Airport
20h 49m
Sat, Jul 18
FLL
Fort Lauderdale-Hollywood Airport
MDW
Chicago Midway Airport
17h 14m
Trip: 3 days
Based on null reviews
Tue, Jul 7
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
9h 07m
Wed, Jul 15
MCO
Orlando Airport
ORD
Chicago O'Hare Airport
11h 27m
Trip: 9 days
Based on null reviews
Tue, Jul 28
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 40m
Mon, Aug 3
TPA
Tampa Airport
ORD
Chicago O'Hare Airport
3h 01m
Trip: 7 days
Based on null reviews
Thu, Aug 27
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
3h 00m
Tue, Sep 1
MCO
Orlando Airport
ORD
Chicago O'Hare Airport
11h 23m
Trip: 6 days
Based on null reviews
Mon, Jul 13
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 40m
Sat, Jul 18
TPA
Tampa Airport
ORD
Chicago O'Hare Airport
2h 53m
Trip: 6 days
Based on null reviews

Book cheap flights from Chicago to Florida (one-way)

Airports
Origin
Chicago
$23
only
$23
$76
only
$76
Destination
Orlando
$27
only
$27
Fort Lauderdale
$35
only
$35
Tampa
$23
only
$23
Miami
$41
only
$41
Fort Myers
$94
only
$94
Wed, Aug 12
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 42m
Based on null reviews
Tue, Aug 11
ORD
Chicago O'Hare Airport
FLL
Fort Lauderdale-Hollywood Airport
3h 00m
Based on null reviews
Sat, Jul 11
ORD
Chicago O'Hare Airport
MIA
Miami Airport
3h 07m
Based on null reviews
Tue, Jul 28
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 40m
Based on null reviews
Mon, Jul 13
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
24h 22m
Based on null reviews
Sun, Jul 26
ORD
Chicago O'Hare Airport
MIA
Miami Airport
2h 59m
Based on null reviews
Tue, Jul 21
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 40m
Based on null reviews
Wed, Jul 8
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
9h 07m
Based on null reviews
Wed, Jul 8
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
7h 35m
Based on null reviews
Thu, Jul 23
MDW
Chicago Midway Airport
FLL
Fort Lauderdale-Hollywood Airport
20h 49m
Based on null reviews
Wed, Jul 8
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
9h 07m
Based on null reviews
Sat, Jul 11
ORD
Chicago O'Hare Airport
FLL
Fort Lauderdale-Hollywood Airport
3h 09m
Based on null reviews
Fri, Jul 10
ORD
Chicago O'Hare Airport
MIA
Miami Airport
9h 04m
Based on null reviews
Wed, Jul 8
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
9h 07m
Based on null reviews
Sun, Jul 19
ORD
Chicago O'Hare Airport
RSW
SW Florida Intl Airport
16h 45m
Based on null reviews
Mon, Jul 6
ORD
Chicago O'Hare Airport
FLL
Fort Lauderdale-Hollywood Airport
3h 10m
Based on null reviews
Mon, Jul 27
ORD
Chicago O'Hare Airport
MIA
Miami Airport
14h 50m
Based on null reviews
Tue, Jul 14
ORD
Chicago O'Hare Airport
TPA
Tampa Airport
2h 40m
Based on null reviews
Tue, Aug 11
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
24h 03m
Based on null reviews
Sat, Jul 4
ORD
Chicago O'Hare Airport
MCO
Orlando Airport
2h 44m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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