Find cheap flights from Florida to Chicago

Find cheap flights from Florida to Chicago

Round-trip
Economy
Wichita (ICT)
Chicago All airports
Tue 8/11
Tue 8/18
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

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

High season

August Most popular time to fly with an average 25% increase in price.

Average price of a round-trip

$143 (avg. price over the last 2 weeks)

Good deal for a round-trip

$66 or less

FAQs for booking Florida to Chicago flights

Which airlines have a flexible cancellation policy for flights from Florida to Chicago due to COVID-19?

Which airlines apply social distancing measures on flights from Florida to Chicago due to COVID-19?

How does KAYAK find such low prices on flights from Florida to Chicago?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida to Chicago?

What is the Hacker Fare option on flights from Florida to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida to Chicago?

Top airlines flying from Florida to Chicago

Scores according to KAYAK customer reviews

8.2
JetBlue
Overall score based on 19,208 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 Florida to Chicago

Recent round-trip flight deals

8/14
Fri
nonstop
Multiple Airlines
3h 14m
MCO - ORD
8/17
Mon
nonstop
Multiple Airlines
2h 52m
ORD - MCO
7/30
Thu
nonstop
Spirit Airlines
3h 22m
FLL - ORD
8/3
Mon
nonstop
Spirit Airlines
3h 10m
ORD - FLL
8/14
Fri
nonstop
Major Airline
3h 20m
MIA - ORD
8/16
Sun
nonstop
Major Airline
2h 58m
ORD - MIA
7/30
Thu
nonstop
Cape Air
3h 20m
MIA - ORD
8/2
Sun
nonstop
Cape Air
3h 12m
ORD - MIA
8/14
Fri
nonstop
Multiple Airlines
3h 05m
TPA - ORD
8/18
Tue
nonstop
Multiple Airlines
2h 42m
ORD - TPA
8/20
Thu
nonstop
Spirit Airlines
3h 14m
RSW - ORD
9/1
Tue
nonstop
Spirit Airlines
3h 01m
ORD - RSW
8/15
Sat
nonstop
Allegiant Air
3h 20m
MIA - ORD
8/18
Tue
nonstop
Allegiant Air
3h 17m
ORD - MIA
8/20
Thu
nonstop
Spirit Airlines
3h 05m
MCO - ORD
8/25
Tue
nonstop
Spirit Airlines
2h 52m
ORD - MCO
7/27
Mon
nonstop
Multiple Airlines
3h 05m
MCO - ORD
7/30
Thu
nonstop
Multiple Airlines
2h 42m
ORD - MCO
9/1
Tue
nonstop
Sun Country Air
3h 29m
MIA - ORD
9/17
Thu
nonstop
Sun Country Air
3h 06m
ORD - MIA
8/1
Sat
nonstop
Spirit Airlines
2h 53m
TPA - ORD
8/5
Wed
nonstop
Spirit Airlines
2h 42m
ORD - TPA
8/14
Fri
nonstop
Multiple Airlines
3h 05m
TPA - ORD
8/16
Sun
nonstop
Multiple Airlines
2h 42m
ORD - TPA
7/29
Wed
nonstop
Spirit Airlines
3h 31m
FLL - ORD
8/5
Wed
nonstop
Spirit Airlines
3h 10m
ORD - FLL
7/29
Wed
nonstop
Multiple Airlines
3h 14m
RSW - ORD
8/6
Thu
nonstop
Multiple Airlines
2h 54m
ORD - RSW
8/7
Fri
nonstop
Major Airline
3h 06m
RSW - ORD
8/23
Sun
nonstop
Major Airline
2h 54m
ORD - RSW
7/31
Fri
nonstop
Spirit Airlines
3h 14m
RSW - ORD
8/3
Mon
nonstop
Spirit Airlines
3h 00m
ORD - RSW
7/23
Thu
nonstop
Multiple Airlines
3h 05m
MCO - ORD
7/29
Wed
nonstop
Multiple Airlines
2h 42m
ORD - MCO
8/14
Fri
nonstop
Major Airline
2h 55m
TPA - ORD
8/16
Sun
nonstop
Major Airline
2h 42m
ORD - TPA
7/24
Fri
nonstop
Spirit Airlines
3h 22m
FLL - ORD
7/24
Fri
nonstop
Spirit Airlines
3h 10m
ORD - FLL
Show more results

Recent one-way flight deals

8/5
Wed
nonstop
Spirit Airlines
3h 22m
FLL - ORD
7/23
Thu
nonstop
Cape Air
2h 55m
MCO - ORD
8/3
Mon
nonstop
Allegiant Air
3h 06m
RSW - ORD
7/24
Fri
nonstop
Sun Country Air
3h 08m
MIA - ORD
7/28
Tue
nonstop
Spirit Airlines
3h 14m
RSW - ORD
7/30
Thu
1 stop
Multiple Airlines
16h 08m
FLL - ORD
8/3
Mon
nonstop
Spirit Airlines
3h 05m
MCO - ORD
7/25
Sat
nonstop
Spirit Airlines
2h 53m
TPA - ORD
7/24
Fri
nonstop
Spirit Airlines
3h 31m
FLL - ORD
7/24
Fri
nonstop
Spirit Airlines
3h 14m
RSW - ORD
7/24
Fri
nonstop
Spirit Airlines
3h 05m
MCO - ORD
7/26
Sun
nonstop
Spirit Airlines
2h 53m
TPA - ORD
8/3
Mon
1 stop
Multiple Airlines
9h 19m
MCO - ORD
8/29
Sat
nonstop
Spirit Airlines
3h 22m
FLL - ORD
8/14
Fri
nonstop
Allegiant Air
3h 28m
MIA - ORD
8/3
Mon
nonstop
Spirit Airlines
3h 14m
RSW - ORD
9/21
Mon
1 stop
Delta
5h 25m
TPA - MDW
7/25
Sat
1 stop
Multiple Airlines
15h 39m
MIA - ORD
7/31
Fri
nonstop
Allegiant Air
3h 00m
MCO - ORD
Show more results
*
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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