Cheap flights from Florence to Chicago from $369

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 5/24. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
TAP AIR PORTUGAL Logo
7:15 pm - 3:25 pm
FLR
-
ORD
27h 10m
1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 6:30 pm
ORD
-
FLR
16h 20m
1 stop
$431TAP AIR PORTUGAL
Thu, Feb 5 - Wed, Feb 11
ITA Airways Logo
7:10 pm - 6:35 pm
FLR
-
ORD
29h 25m
2 stops
ITA Airways Logo
8:50 am - 10:55 am
ORD
-
FLR
20h 05m
2 stops
$585ITA Airways
Tue, Mar 10 - Tue, Mar 17
British Airways Logo
11:40 am - 6:45 pm
FLR
-
ORD
14h 05m
1 stop
British Airways Logo
10:45 pm - 11:20 am
ORD
-
FLR
30h 35m
1 stop
$597British Airways
Mon, Mar 2 - Mon, Mar 9
United Airlines Logo
6:30 am - 3:20 pm
FLR
-
ORD
15h 50m
1 stop
United Airlines Logo
6:50 pm - 1:45 pm
ORD
-
FLR
11h 55m
1 stop
$614United Airlines
Thu, Feb 19 - Mon, Feb 23
United Airlines Logo
6:30 am - 1:25 pm
FLR
-
ORD
13h 55m
1 stop
United Airlines Logo
6:50 pm - 1:45 pm
ORD
-
FLR
11h 55m
1 stop
$617United Airlines
Thu, Feb 19 - Mon, Feb 23
United Airlines Logo
6:30 am - 3:20 pm
FLR
-
ORD
15h 50m
1 stop
United Airlines Logo
6:00 pm - 12:35 pm
ORD
-
FLR
11h 35m
1 stop
$618United Airlines
Thu, Feb 5 - Wed, Feb 11
United Airlines Logo
6:30 am - 3:20 pm
FLR
-
ORD
15h 50m
1 stop
United Airlines Logo
1:00 pm - 1:35 pm
ORD
-
FLR
17h 35m
2 stops
$619United Airlines
Thu, Feb 5 - Wed, Feb 11
United Airlines Logo
6:30 am - 3:20 pm
FLR
-
ORD
15h 50m
1 stop
United Airlines Logo
6:00 pm - 12:35 pm
ORD
-
FLR
11h 35m
1 stop
$621United Airlines
Thu, Feb 5 - Wed, Feb 11
Delta Logo
6:40 am - 5:54 pm
FLR
-
MDW
17h 14m
2 stops
Delta Logo
1:10 pm - 11:40 am
MDW
-
FLR
16h 30m
2 stops
$691Delta
Tue, Mar 10 - Tue, Mar 17
Delta Logo
6:40 am - 6:40 pm
FLR
-
MDW
18h 00m
2 stops
Delta Logo
5:40 pm - 4:20 pm
MDW
-
FLR
16h 40m
2 stops
$703Delta
Mon, Mar 9 - Mon, Mar 16

ITA Airways flights from Florence to Chicago

Our best ITA Airways deals on Florence to Chicago flight tickets
ITA Airways
Mar 10
FLR7:10 pmFlorence Peretola
29h 25m
2 stops
ORD6:35 pmChicago O'Hare Intl
Mar 17
ORD8:50 amChicago O'Hare Intl
20h 05m
2 stops
FLR10:55 amFlorence Peretola
$585
ITA Airways
Mar 5
FLR7:10 pmFlorence Peretola
32h 15m
2 stops
ORD8:25 pmChicago O'Hare Intl
Mar 12
ORD1:06 pmChicago O'Hare Intl
19h 09m
2 stops
FLR2:15 pmFlorence Peretola
$723
ITA Airways
Jul 15
FLR7:00 pmFlorence Peretola
25h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
Jul 27
ORD3:00 pmChicago O'Hare Intl
20h 15m
1 stop
FLR6:15 pmFlorence Peretola
$873

United Airlines flights from Florence to Chicago

Our best United Airlines deals on Florence to Chicago flight tickets
United Airlines
Feb 19
FLR6:30 amFlorence Peretola
15h 50m
1 stop
ORD3:20 pmChicago O'Hare Intl
Feb 23
ORD6:50 pmChicago O'Hare Intl
11h 55m
1 stop
FLR1:45 pmFlorence Peretola
$614
United Airlines
Feb 19
FLR6:30 amFlorence Peretola
13h 55m
1 stop
ORD1:25 pmChicago O'Hare Intl
Feb 23
ORD6:50 pmChicago O'Hare Intl
11h 55m
1 stop
FLR1:45 pmFlorence Peretola
$617
United Airlines
Feb 5
FLR6:30 amFlorence Peretola
15h 50m
1 stop
ORD3:20 pmChicago O'Hare Intl
Feb 11
ORD6:00 pmChicago O'Hare Intl
11h 35m
1 stop
FLR12:35 pmFlorence Peretola
$618

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 January 24, 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

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 2/5

7:15 pm-3:25 pm

1 stop27h 10m

Chicago O'Hare Intl

Wed 2/11

7:10 pm-6:30 pm

1 stop16h 20m

$431

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Tue 3/10

7:10 pm-6:35 pm

2 stops29h 25m

Chicago O'Hare Intl

Tue 3/17

8:50 am-10:55 am

2 stops20h 05m

$585

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Mon 3/2

11:40 am-6:45 pm

1 stop14h 05m

Chicago O'Hare Intl

Mon 3/9

10:45 pm-11:20 am

1 stop30h 35m

$597

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 2/19

6:30 am-3:20 pm

1 stop15h 50m

Chicago O'Hare Intl

Mon 2/23

6:50 pm-1:45 pm

1 stop11h 55m

$614

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 2/19

6:30 am-1:25 pm

1 stop13h 55m

Chicago O'Hare Intl

Mon 2/23

6:50 pm-1:45 pm

1 stop11h 55m

$617

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 2/5

6:30 am-3:20 pm

1 stop15h 50m

Chicago O'Hare Intl

Wed 2/11

6:00 pm-12:35 pm

1 stop11h 35m

$618

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 2/5

6:30 am-3:20 pm

1 stop15h 50m

Chicago O'Hare Intl

Wed 2/11

1:00 pm-1:35 pm

2 stops17h 35m

$619

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 2/5

6:30 am-3:20 pm

1 stop15h 50m

Chicago O'Hare Intl

Wed 2/11

6:00 pm-12:35 pm

1 stop11h 35m

$621

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Tue 3/10

6:40 am-5:54 pm

2 stops17h 14m

Chicago Midway

Tue 3/17

1:10 pm-11:40 am

2 stops16h 30m

$691

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Mon 3/9

6:40 am-6:40 pm

2 stops18h 00m

Chicago Midway

Mon 3/16

5:40 pm-4:20 pm

2 stops16h 40m

$703

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 February is, on average, the cheapest month to fly to Chicago from Florence, with most prices found around $581. If you’re not able to fly to Chicago in February, then October is your next best option. Flight prices from Florence to Chicago during October average around $613.

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

14h 05m

Direct flights

None
The fastest flight from Florence to Chicago takes 14h 05m
There are no direct flights from Florence to Chicago. There are no popular flight routes from Florence to Chicago.
  • How far is Florence Peretola to Chicago by plane?

    Chicago is 4677.4 mi away from Florence Peretola. Typically, this will take 14h 05m 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
Schererville
Valparaiso
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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1 adult
Mon 2/23
Mon 3/2

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