$262 Cheap flight deals from Chicago (CHI) to Val d'Elsa (PSA)

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This Weekend's Flight Deals from Chicago to Val d'Elsa

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Sep 25 - Wed, Oct 7
ORD
O'Hare Intl.
FLR
Peretola
$827 Roundtrip, found 3 days ago
$827
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Sep 25 from O'Hare Intl. to Peretola, returning Wed, Oct 7, priced at $827 found 3 days ago

Airfares from $262 One Way, $609 Round Trip from Chicago to Val d'Elsa

Prices starting at $609 for return flights and $262 for one-way flights to Val d'Elsa were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Mar 2 - Tue, Mar 9
ORD
Chicago
FLR
Florence
$609 Roundtrip, found 5 days ago
$609
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Mar 2 from Chicago to Florence, returning Tue, Mar 9, priced at $609 found 5 days ago
Sun, Nov 8 - Tue, Nov 24
ORD
Chicago
FLR
Florence
$624 Roundtrip, found 1 hour ago
$624
Roundtrip
found 1 hour ago
Select Iberia flight, departing Sun, Nov 8 from Chicago to Florence, returning Tue, Nov 24, priced at $624 found 1 hour ago
Fri, Apr 16 - Fri, Apr 23
ORD
Chicago
FLR
Florence
$628 Roundtrip, found 4 days ago
$628
Roundtrip
found 4 days ago
Select TAP Portugal flight, departing Fri, Apr 16 from Chicago to Florence, returning Fri, Apr 23, priced at $628 found 4 days ago
Tue, Mar 2 - Tue, Mar 9
ORD
Chicago
FLR
Florence
$633 Roundtrip, found 5 days ago
$633
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Mar 2 from Chicago to Florence, returning Tue, Mar 9, priced at $633 found 5 days ago
Tue, Feb 23 - Fri, Mar 5
ORD
Chicago
FLR
Florence
$637 Roundtrip, found 1 day ago
$637
Roundtrip
found 1 day ago
Select British Airways flight, departing Tue, Feb 23 from Chicago to Florence, returning Fri, Mar 5, priced at $637 found 1 day ago

Val d'Elsa economy flight packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique
4.0-star property

Eurostars Florence Boutique

8.6/10 Excellent! (500 reviews)

Nov 7 - Nov 13

6 night stay

Chicago (CHI) to Florence (FLR)

United • Roundtrip • Coach
Price was $1,424, price is now $1,123 per person
$1,123
per person
found 1 day ago
mattresses were impossible to sleep on

Reviewed on Sep 14, 2026

The Moon Boutique Hotel & Spa
4.0-star property

The Moon Boutique Hotel & Spa

9.6/10 Exceptional! (592 reviews)

Nov 7 - Nov 13

6 night stay

Chicago (CHI) to Florence (FLR)

United • Roundtrip • Coach
Price was $1,631, price is now $1,159 per person
$1,159
per person
found 1 day ago
Great location. We suggest taking the river down to the city center every day. The free breakfast and coffee is great way to start your day. Schedule a spa day at least once so you can relax before the walk to dinner! Reception was super nice and even helped us call a taxi.

Reviewed on Sep 21, 2026

Alfieri9
3.0-star property

Alfieri9

9.6/10 Exceptional! (171 reviews)

Nov 7 - Nov 13

6 night stay

Chicago (CHI) to Florence (FLR)

United • Roundtrip • Coach
Price was $1,457, price is now $1,138 per person
$1,138
per person
found 1 day ago
Honestly the best hotel we have stayed in in Florence and we’ve been 6 times. Very chic Italian boutique hotel, lovely breakfast in the morning. Rooms were designed beautifully and clean with turn down service every day (we were in the junior suite). Had a little welcome drink and snacks when we arrived which I always appreciate. There is a little walk into the main area of Florence but it’s in a really lovely part of the city with a park nearby so it’s absolutely fine. Plus bus stops nearby too. We wanted to stay longer! We will be back next year for sure.

Reviewed on Sep 14, 2026

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More About Flying To Val d'Elsa from Chicago

Route Information for Flights from Chicago to Val d'Elsa

Origin Airport IATA Code
CHI
Destination Airport IATA Code
PSA
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Val d'Elsa

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.