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$413+ Cheap flights from Florence (FLR) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
FLR — CHI
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
1 adult, Economy
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Cheap flight deals from Florence to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Florence (FLR) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated julio 3, 2025.

Round-trip from

$413
(Expedia)

Popular in

July

Cheapest in

February

Average price

$821
From Florence Peretola to Chicago (CHI)
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Highest demand for flights based on searches. 11% potential increase in price ($88 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Florence to Chicago

Cheapest flights from Florence to Chicago
Explore the most affordable flight options available from Florence to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 3, 2025.

This Expedia deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/247:15 pmFLR - ORD
1 stop28h 25mTAP AIR PORTUGAL
dom. 8/316:00 pmORD - FLR
1 stop34h 00mTAP AIR PORTUGAL
Deal found 7/3$413
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/246:30 amFLR - ORD
1 stop14h 40mDelta
dom. 8/316:20 pmORD - FLR
2 stops16h 00mDelta
Deal found 7/3$687
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/216:30 amFLR - MDW
2 stops19h 07mDelta
jue. 8/289:30 amMDW - FLR
2 stops16h 35mDelta
Deal found 7/2$710
This Expedia deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/249:55 amFLR - ORD
2 stops21h 01mAir France
dom. 8/316:20 pmORD - FLR
2 stops16h 00mAir France
Deal found 7/3$745
This Gotogate deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/166:25 amFLR - ORD
1 stop13h 45mITA Airways
dom. 7/203:00 pmORD - FLR
1 stop12h 15mITA Airways
Deal found 7/2$757
This Expedia deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/107:05 amFLR - ORD
2 stops17h 32mBritish Airways
lun. 7/1410:30 pmORD - FLR
1 stop16h 50mBritish Airways
Deal found 7/2$764
This Lufthansa deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/248:15 amFLR - ORD
1 stop12h 45mLufthansa
dom. 8/319:40 pmORD - FLR
1 stop28h 25mLufthansa
Deal found 7/3$852
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/176:40 amFLR - ORD
1 stop15h 15mUnited Airlines
dom. 8/245:55 pmORD - FLR
2 stops15h 50mUnited Airlines
Deal found 7/3$911
This Mytrip deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/249:35 amFLR - ORD
3 stops18h 40mMultiple Airlines
dom. 8/317:25 pmORD - FLR
3 stops19h 00mMultiple Airlines
Deal found 7/3$940
This oojo deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/18:20 pmFLR - ORD
1 stop26h 50mScandinavian Airlines
vie. 8/87:15 pmORD - FLR
1 stop18h 10mScandinavian Airlines
Deal found 7/3$964

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated julio 3, 2025.
Use the filters below to find and compare flights from Florence to Chicago that are best for you.

Fly from

Florence

Fly to

Chicago

Route

Depart

Return

Price

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

dom. 8/24

7:15 pm-4:40 pm

1 stop28h 25m

Chicago O'Hare Intl

dom. 8/31

6:00 pm-11:00 am

1 stop34h 00m

$413

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

dom. 8/24

6:30 am-2:10 pm

1 stop14h 40m

Chicago O'Hare Intl

dom. 8/31

6:20 pm-5:20 pm

2 stops16h 00m

$687

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

jue. 8/21

6:30 am-6:37 pm

2 stops19h 07m

Chicago Midway

jue. 8/28

9:30 am-9:05 am

2 stops16h 35m

$710

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

dom. 8/24

9:55 am-11:56 pm

2 stops21h 01m

Chicago O'Hare Intl

dom. 8/31

6:20 pm-5:20 pm

2 stops16h 00m

$745

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

mié. 7/16

6:25 am-1:10 pm

1 stop13h 45m

Chicago O'Hare Intl

dom. 7/20

3:00 pm-10:15 am

1 stop12h 15m

$757

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

dom. 8/24

8:15 am-2:00 pm

1 stop12h 45m

Chicago O'Hare Intl

dom. 8/31

9:40 pm-9:05 am

1 stop28h 25m

$852

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

sáb. 8/16

7:10 am-8:11 pm

2 stops20h 01m

Chicago O'Hare Intl

vie. 8/22

4:55 pm-11:30 am

1 stop11h 35m

$896

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

dom. 8/17

6:40 am-2:55 pm

1 stop15h 15m

Chicago O'Hare Intl

dom. 8/24

5:55 pm-4:45 pm

2 stops15h 50m

$911

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

dom. 8/24

9:35 am-9:15 pm

3 stops18h 40m

Chicago O'Hare Intl

dom. 8/31

7:25 pm-9:25 pm

3 stops19h 00m

$940

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

vie. 8/1

8:20 pm-4:10 pm

1 stop26h 50m

Chicago O'Hare Intl

vie. 8/8

7:15 pm-8:25 pm

1 stop18h 10m

$964

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 21 results
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Best time to book a flight from Florence to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Florence with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Florence to Chicago

How much does it cost to fly round-trip from Florence to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated julio 3, 2025.
Get a feel of what it's like to fly with Delta, KLM, and Air France from Florence to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,367 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air France
7.5
Good
1,465 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
SWISS
7.5
Good
1,654 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,861 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Florence to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Florence to Chicago?

    Most people fly from Florence Peretola (FLR) if they book a flight from Florence to Chicago. On average, Peretola has 0 outbound flights to Chicago per day from 0 airlines. Florence Peretola is conveniently located just 3.7 mi from Florence’s city center.

  • What are the cheapest airlines flying from Florence to Chicago round-trip?

    Currently priced at $413, TAP AIR PORTUGAL will fly you from Florence to Chicago and back. In addition to TAP AIR PORTUGAL, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Air France - these airlines can fly you to your destination from $687 and $745, respectively. TAP AIR PORTUGAL is priced at 40% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Florence to Chicago one-way?

    The cheapest airline one-way is TAP AIR PORTUGAL, with whom users have recently found tickets for as low as $435. However, be on the lookout for offers from SWISS and Turkish Airlines, as they are both options that can get you from Florence to Chicago for a low price.

  • Can I find deals for flights from Florence to Chicago that include hotel bookings?

    Yes. In addition to deals on Florence to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florence to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florence to Chicago.

  • Can I find deals for business class flights from Florence to Chicago?

    Yes. Cheapflights offers flight deals from Florence to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Florence to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Florence to Chicago (average of $245). Flying from Florence to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Florence?

Book flights to Florence if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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