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Cheap flights from Florence to Chicago from $339

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Florence to Chicago departing on 5/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Florence to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
TAP AIR PORTUGAL Logo
6:50 pm - 4:05 pm
FLR
-
ORD
28h 15m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 6:00 pm
ORD
-
FLR
17h 00m
1 stop
$465TAP AIR PORTUGAL
Fri, Apr 17 - Fri, Apr 24
TAP AIR PORTUGAL Logo
6:50 pm - 4:05 pm
FLR
-
ORD
28h 15m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 11:00 am
ORD
-
FLR
34h 00m
1 stop
$473TAP AIR PORTUGAL
Fri, Apr 17 - Fri, Apr 24
TAP AIR PORTUGAL Logo
6:50 pm - 4:05 pm
FLR
-
ORD
28h 15m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 6:00 pm
ORD
-
FLR
17h 00m
1 stop
$486TAP AIR PORTUGAL
Fri, Apr 17 - Fri, Apr 24
TAP AIR PORTUGAL Logo
6:55 pm - 4:00 pm
FLR
-
ORD
28h 05m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 6:00 pm
ORD
-
FLR
17h 00m
1 stop
$496TAP AIR PORTUGAL
Sat, Apr 18 - Fri, Apr 24
Air Canada Logo
6:30 am - 2:55 pm
FLR
-
ORD
15h 25m
2 stops
Air Canada Logo
9:50 am - 9:30 am
ORD
-
FLR
16h 40m
2 stops
$593Air Canada
Fri, Apr 17 - Fri, Apr 24
British Airways Logo
7:05 am - 3:55 pm
FLR
-
ORD
15h 50m
1 stop
British Airways Logo
5:00 pm - 10:20 pm
ORD
-
FLR
22h 20m
1 stop
$596British Airways
Tue, Apr 21 - Tue, Apr 28
Air Canada Logo
6:30 am - 2:55 pm
FLR
-
ORD
15h 25m
2 stops
Air Canada Logo
9:50 am - 9:30 am
ORD
-
FLR
16h 40m
2 stops
$597Air Canada
Fri, Apr 17 - Fri, Apr 24
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
$599Scandinavian Airlines
Thu, Apr 9 - Mon, Apr 13
Delta Logo
6:30 am - 5:54 pm
FLR
-
MDW
18h 24m
2 stops
Delta Logo
1:24 pm - 12:10 pm
MDW
-
FLR
15h 46m
2 stops
$630Delta
Thu, Apr 9 - Mon, Apr 13
Delta Logo
6:30 am - 6:36 pm
FLR
-
MDW
19h 06m
2 stops
Delta Logo
1:24 pm - 11:30 am
MDW
-
FLR
15h 06m
2 stops
$664Delta
Tue, Apr 21 - Tue, Apr 28

TAP AIR PORTUGAL flights from Florence to Chicago

Our best TAP AIR PORTUGAL deals on Florence to Chicago flight tickets
TAP AIR PORTUGAL
Apr 17
FLR6:50 pmFlorence Peretola
28h 15m
1 stop
ORD4:05 pmChicago O'Hare Intl
Apr 24
ORD6:00 pmChicago O'Hare Intl
17h 00m
1 stop
FLR6:00 pmFlorence Peretola
$465
TAP AIR PORTUGAL
Apr 17
FLR6:50 pmFlorence Peretola
28h 15m
1 stop
ORD4:05 pmChicago O'Hare Intl
Apr 24
ORD6:00 pmChicago O'Hare Intl
34h 00m
1 stop
FLR11:00 amFlorence Peretola
$473
TAP AIR PORTUGAL
Apr 17
FLR6:50 pmFlorence Peretola
28h 15m
1 stop
ORD4:05 pmChicago O'Hare Intl
Apr 24
ORD6:00 pmChicago O'Hare Intl
17h 00m
1 stop
FLR6:00 pmFlorence Peretola
$486

Air Canada flights from Florence to Chicago

Our best Air Canada deals on Florence to Chicago flight tickets
Air Canada
Apr 17
FLR6:30 amFlorence Peretola
15h 25m
2 stops
ORD2:55 pmChicago O'Hare Intl
Apr 24
ORD9:50 amChicago O'Hare Intl
16h 40m
2 stops
FLR9:30 amFlorence Peretola
$593
Air Canada
Apr 17
FLR6:30 amFlorence Peretola
15h 25m
2 stops
ORD2:55 pmChicago O'Hare Intl
Apr 24
ORD9:50 amChicago O'Hare Intl
16h 40m
2 stops
FLR9:30 amFlorence Peretola
$597
Air Canada
Apr 9
FLR6:30 amFlorence Peretola
15h 25m
2 stops
ORD2:55 pmChicago O'Hare Intl
Apr 13
ORD2:00 pmChicago O'Hare Intl
15h 40m
2 stops
FLR12:40 pmFlorence Peretola
$625

momondo Fare Finder

 
Customize your flight search to find flights from Florence to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 7, 2026.
Use the filters below to find and compare flights from Florence to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Fri 4/17

6:50 pm-4:05 pm

1 stop28h 15m

Chicago O'Hare Intl

Fri 4/24

6:00 pm-6:00 pm

1 stop17h 00m

$465

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Fri 4/17

6:50 pm-4:05 pm

1 stop28h 15m

Chicago O'Hare Intl

Fri 4/24

6:00 pm-11:00 am

1 stop34h 00m

$473

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Fri 4/17

6:50 pm-4:05 pm

1 stop28h 15m

Chicago O'Hare Intl

Fri 4/24

6:00 pm-6:00 pm

1 stop17h 00m

$486

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Sat 4/18

6:55 pm-4:00 pm

1 stop28h 05m

Chicago O'Hare Intl

Fri 4/24

6:00 pm-6:00 pm

1 stop17h 00m

$496
Quickest round-trip

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Fri 4/17

6:30 am-2:55 pm

2 stops15h 25m

Chicago O'Hare Intl

Fri 4/24

9:50 am-9:30 am

2 stops16h 40m

$593

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Tue 4/21

7:05 am-3:55 pm

1 stop15h 50m

Chicago O'Hare Intl

Tue 4/28

5:00 pm-10:20 pm

1 stop22h 20m

$596

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Fri 4/17

6:30 am-2:55 pm

2 stops15h 25m

Chicago O'Hare Intl

Fri 4/24

9:50 am-9:30 am

2 stops16h 40m

$597

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 4/9

7:55 pm-4:10 pm

1 stop27h 15m

Chicago O'Hare Intl

Mon 4/13

7:15 pm-7:05 pm

1 stop16h 50m

$599

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Thu 4/9

6:30 am-5:54 pm

2 stops18h 24m

Chicago Midway

Mon 4/13

1:24 pm-12:10 pm

2 stops15h 46m

$630

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Tue 4/21

6:30 am-6:36 pm

2 stops19h 06m

Chicago Midway

Tue 4/28

1:24 pm-11:30 am

2 stops15h 06m

$664

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Florence to Chicago

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 Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Florence, with most prices found around $613. If you’re not able to fly to Chicago in October, then April is your next best option. Flight prices from Florence to Chicago during April average around $614.

When to book flights from Florence to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Florence to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Florence to Chicago (FLR to CHI) flight deals and tips

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

Fastest flight time

12h 10m

Direct flights

None
The fastest flight from Florence to Chicago takes 12h 10m
There are no direct flights from Florence to Chicago. There are no popular flight routes from Florence to Chicago.
Search flight deals

  • How far is Florence Peretola to Chicago by plane?

    Chicago is 4677.4 mi away from Florence Peretola. Typically, this will take 12h 10m by plane in normal conditions.

  • When did momondo last update prices for flights from Florence Peretola Airport to Chicago?

    Prices for flights from Florence Peretola Airport to Chicago were last updated today.

  • How old do you have to be to fly from Florence Peretola Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Florence Peretola Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago 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 Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Florence to Chicago?

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Florence to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Florence with this policy.

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

Once you have performed a search for Florence to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Florence to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Florence to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport