Round-trip flight from Chicago
CHI to FLR
iQ Hotel Firenze
Florence, Via Cavour 88
9.1715 Reviews4-Star Hotel
2% Package Savings
$1,309/person
$2,659 $2,617 total
Incl. Flight + Hotel
Flight Deals from Chicago to Florence from $515
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Good to Know
Essential information to help you plan your flight from Chicago to Florence.
Cheapest Flight Round-trip
$775
Cheapest price found on Priceline for this route in the last 16 days. Found 7 days ago.
$213 below the typical $988 round-trip on this route.
Outbound · Nov 10
11:45 amORDChicago O Hare Airport
11:10 amFLRPeretola Airport
16h 25m · 2 stops via Toronto (YYZ), London (LHR)
Return · Nov 17
8:30 pmFLRPeretola Airport
2:55 pmORDChicago O Hare Airport
25h 25m · 1 stop via Madrid (MAD)
Cheapest Flight One-way
$515
Lowest one-way price found on Priceline for this route in the last 16 days. Found 18 days ago.
The typical one-way fare on this route is $611.
Outbound · Oct 22
11:45 amORDChicago O Hare Airport
11:30 amFLRPeretola Airport
16h 45m · 2 stops via Toronto (YYZ), London (LHR)
Fastest Flights
$937
Fastest flight found on Priceline for this route in the last 16 days. Found 4 days ago.
You could save 18h 50m of travel time for just $162 more.
Outbound · Nov 18
5:50 pmORDChicago O Hare Airport
11:35 amFLRPeretola Airport
10h 45m · 1 stop via Brussels (BRU)
Return · Nov 25
1:10 pmFLRPeretola Airport
6:25 pmORDChicago O Hare Airport
12h 15m · 1 stop via Munich (MUC)
Good deal price
$801
A round-trip at or under $801 is a good deal on this route right now.
75% of the fares we found on this route cost more; only a quarter cost less.
Best time to fly
Late Nights
Late Night departures average $852 on this route, the lowest of any time of day.
$117 less than the average departure, which is $969.
Price Drop Deals
Priceline is always monitoring flight prices on this route. When we spot an offer on a specific flight that’s significantly lower than what that flight usually sells for, we call it out here as a price drop.
ORDFLR
23% Price DropTAP Portugal
Depart Oct 30 · Return Nov 8
9-night trip · economy
$1,088now only$837Round-trip
ORDFLR
16% Price DropLufthansa
Depart Nov 10 · Return Nov 17
7-night trip · economy
$1,086now only$908Round-trip
ORDFLR
11% Price Drop
Delta Air Lines
Depart Nov 14 · Return Nov 21
7-night trip · economy
$1,086now only$968Round-trip
ORDFLR
11% Price DropTurkish Airlines
Depart Oct 30 · Return Nov 7
8-night trip · economy
$1,109now only$992Round-trip
British Airwaysfound Oct 1311/10/26
11:45 am
ORDChicago O Hare Airport
11/11/26
11:10 am
FLRPeretola Airport
11/17/26
8:30 pm
FLRPeretola Airport
11/18/26
2:55 pm
ORDChicago O Hare Airport
$775
United Airlinesfound Oct 1311/10/26
9:50 pm
ORDChicago O Hare Airport
11/11/26
4:20 pm
FLRPeretola Airport
11/17/26
7:00 pm
FLRPeretola Airport
11/18/26
4:15 pm
ORDChicago O Hare Airport
$789
IBERIAfound Oct 1311/10/26
10:10 am
ORDChicago O Hare Airport
11/11/26
11:10 am
FLRPeretola Airport
11/17/26
6:50 am
FLRPeretola Airport
11/17/26
2:55 pm
ORDChicago O Hare Airport
$797
Air Canadafound Oct 1311/10/26
9:50 pm
ORDChicago O Hare Airport
11/11/26
4:20 pm
FLRPeretola Airport
11/17/26
2:20 pm
FLRPeretola Airport
11/18/26
7:54 am
ORDChicago O Hare Airport
$797
BUNDLE + SAVE
Book a flight & hotel together for extra savings.
On average save $240 per traveler
Air Francefound Oct 1511/18/26
6:25 pm
ORDChicago O Hare Airport
11/19/26
2:25 pm
FLRPeretola Airport
11/25/26
6:40 am
FLRPeretola Airport
11/25/26
2:25 pm
ORDChicago O Hare Airport
$806
KLMfound Oct 1511/18/26
6:25 pm
ORDChicago O Hare Airport
11/19/26
2:25 pm
FLRPeretola Airport
11/25/26
6:40 am
FLRPeretola Airport
11/25/26
2:25 pm
ORDChicago O Hare Airport
$806
British Airwaysfound Oct 1311/10/26
11:45 am
ORDChicago O Hare Airport
11/11/26
11:10 am
FLRPeretola Airport
11/17/26
8:30 pm
FLRPeretola Airport
11/18/26
3:05 pm
ORDChicago O Hare Airport
$775
Lufthansafound Oct 1511/18/26
10:35 pm
ORDChicago O Hare Airport
11/19/26
10:15 pm
FLRPeretola Airport
11/25/26
2:20 pm
FLRPeretola Airport
11/25/26
8:05 pm
ORDChicago O Hare Airport
$817
United Airlinesfound Oct 1311/10/26
9:50 pm
ORDChicago O Hare Airport
11/11/26
4:20 pm
FLRPeretola Airport
11/17/26
7:00 pm
FLRPeretola Airport
11/18/26
4:15 pm
ORDChicago O Hare Airport
$789
IBERIAfound Oct 1311/10/26
10:31 am
ORDChicago O Hare Airport
11/11/26
11:10 am
FLRPeretola Airport
11/17/26
6:50 am
FLRPeretola Airport
11/17/26
2:55 pm
ORDChicago O Hare Airport
$800
No flights match these filters.
Top Deals on flights from Chicago to Florence
Chicago, US (CHI) - Florence, IT (FLR)
British AirwaysOct 22
11:45 am
ORDChicago O Hare Airport
Oct 23
11:30 am
FLRPeretola Airport
Search More
as low as
$515Chicago, US (CHI) - Florence, IT (FLR)
TAP PortugalOct 22
6:00 pm
ORDChicago O Hare Airport
Oct 24
11:00 am
FLRPeretola Airport
Search More
as low as
$541Chicago, US (CHI) - Florence, IT (FLR)
Turkish AirlinesOct 22
8:10 pm
ORDChicago O Hare Airport
Oct 23
10:40 pm
FLRPeretola Airport
Search More
as low as
$551Chicago, US (CHI) - Florence, IT (FLR)
Turkish AirlinesOct 22
11:25 am
ORDChicago O Hare Airport
Oct 23
6:15 pm
FLRPeretola Airport
Search More
as low as
$551Chicago, US (CHI) - Florence, IT (FLR)
Turkish AirlinesOct 22
11:25 am
ORDChicago O Hare Airport
Oct 23
10:40 pm
FLRPeretola Airport
Search More
as low as
$551Chicago, US (CHI) - Florence, IT (FLR)
Turkish AirlinesOct 22
11:25 am
ORDChicago O Hare Airport
Oct 23
10:40 pm
FLRPeretola Airport
Search More
as low as
$551Chicago, US (CHI) - Florence, IT (FLR)
Turkish AirlinesOct 22
8:10 pm
ORDChicago O Hare Airport
Oct 24
6:15 pm
FLRPeretola Airport
Search More
as low as
$551Chicago, US (CHI) - Florence, IT (FLR)
British AirwaysOct 22
5:00 pm
ORDChicago O Hare Airport
Oct 23
11:30 am
FLRPeretola Airport
Search More
as low as
$606Chicago, US (CHI) - Florence, IT (FLR)
British AirwaysOct 22
9:15 pm
ORDChicago O Hare Airport
Oct 23
10:20 pm
FLRPeretola Airport
Search More
as low as
$606Chicago, US (CHI) - Florence, IT (FLR)
British AirwaysOct 22
7:05 pm
ORDChicago O Hare Airport
Oct 23
10:20 pm
FLRPeretola Airport
Search More
as low as
$606Chicago, US (CHI) - Florence, IT (FLR)
British AirwaysOct 22
5:00 pm
ORDChicago O Hare Airport
Oct 23
10:20 pm
FLRPeretola Airport
Search More
as low as
$606Chicago, US (CHI) - Florence, IT (FLR)
United AirlinesOct 22
7:05 pm
ORDChicago O Hare Airport
Oct 23
2:10 pm
FLRPeretola Airport
Search More
as low as
$610Best Florence Hotel + Flight Packages
Chicago - Florence packages
Round-trip flight from Chicago
CHI to FLR
C-Hotels Ambasciatori
Florence, Via Luigi Alamanni 3
8.62,913 Reviews4-Star Hotel
2% Package Savings
$1,369/person
$2,808 $2,738 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to FLR
C-Hotels Club
Florence, Santa Caterina Da Siena 11/R
8.9832 Reviews4-Star Hotel
6% Package Savings
$1,270/person
$2,716 $2,540 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to FLR
C-Hotels Joy
Florence, Via Degli Orti Oricellari 30
9552 Reviews4-Star Hotel
16% Package Savings
$1,296/person
$3,081 $2,591 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to FLR
C-Hotels Diplomat
Florence, Via Luigi Alamanni 9
9945 Reviews4-Star Hotel
2% Package Savings
$1,252/person
$2,551 $2,503 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to FLR
Hotel Calimala Florence
Florence, Via Lamberti 5
9.4780 Reviews4-Star Hotel
5% Package Savings
$1,524/person
$3,216 $3,048 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to FLR
Hotel Eden
Florence, Via Nazionale 55
8.3270 Reviews3-Star Hotel
$1,028/person
$2,056 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to FLR
Grand Hotel Cavour
Florence, Via Del Proconsolo 3
8.9389 Reviews4-Star Hotel
2% Package Savings
$3,395/person
$6,963 $6,789 total
Incl. Flight + Hotel
Best Florence Hotel + Flight + Car Packages
Chicago - Florence packages
Round-trip flight from Chicago
CHI to FLR
C-Hotels Joy
Florence, Via Degli Orti Oricellari 30
9552 Reviews4-Star Hotel
Rental car included
Pick-up in FLR
16% Package Savings
$1,333/person
$3,155 $2,665 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to FLR
C-Hotels Diplomat
Florence, Via Luigi Alamanni 9
9945 Reviews4-Star Hotel
Rental car included
Pick-up in FLR
2% Package Savings
$1,289/person
$2,628 $2,578 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to FLR
Hotel Calimala Florence
Florence, Via Lamberti 5
9.4780 Reviews4-Star Hotel
Rental car included
Pick-up in FLR
5% Package Savings
$1,562/person
$3,289 $3,123 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to FLR
Hotel Eden
Florence, Via Nazionale 55
8.3270 Reviews3-Star Hotel
Rental car included
Pick-up in FLR
$1,065/person
$2,130 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to FLR
Grand Hotel Cavour
Florence, Via Del Proconsolo 3
8.9389 Reviews4-Star Hotel
Rental car included
Pick-up in FLR
3% Package Savings
$3,432/person
$7,040 $6,864 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to FLR
iQ Hotel Firenze
Florence, Via Cavour 88
9.1715 Reviews4-Star Hotel
Rental car included
Pick-up in FLR
2% Package Savings
$1,346/person
$2,734 $2,692 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to FLR
C-Hotels Ambasciatori
Florence, Via Luigi Alamanni 3
8.62,913 Reviews4-Star Hotel
Rental car included
Pick-up in FLR
2% Package Savings
$1,406/person
$2,882 $2,812 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to FLR
C-Hotels Club
Florence, Santa Caterina Da Siena 11/R
8.9832 Reviews4-Star Hotel
Rental car included
Pick-up in FLR
6% Package Savings
$1,308/person
$2,789 $2,615 total
Incl. Flight + Hotel + Car
When is the best time of day to fly?
Late night (9pm - 12am) is the cheapest time of day to fly from Chicago to Florence. At $852 it is 12% cheaper than the average time. Afternoon (2pm - 5pm) is the most expensive time, 8% above average.
Show the data
| Time of day | Average fare |
|---|---|
| Morning | $895 |
| Midday | $1,006 |
| Afternoon | $1,051 |
| Evening | $1,041 |
| Late Night | $852 |
What do round-trip flights from Chicago to Florence cost?
Share of fares in each price range.
Show the data
| Price range | Share of fares |
|---|---|
| $700 to $800 | 9% |
| $800 to $900 | 36% |
| $900 to $1,000 | 23% |
| $1,000 to $1,100 | 26% |
| $1,100 to $1,200 | 3% |
| $1,200 to $1,300 | 2% |
| $1,300 and up | 3% |