$342 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.

Sun, Apr 5 - Tue, Apr 21
ORD
O'Hare Intl.
FLR
Peretola
$964 Roundtrip, found 11 hours ago
$964
Roundtrip
found 11 hours ago
Select Turkish Airlines flight, departing Sun, Apr 5 from O'Hare Intl. to Peretola, returning Tue, Apr 21, priced at $964 found 11 hours ago

Airfares from $342 One Way, $575 Round Trip from Chicago to Val d'Elsa

Prices starting at $575 for return flights and $342 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.

Fri, Apr 24 - Fri, May 8
ORD
Chicago
FLR
Florence
$575 Roundtrip, found 2 hours ago
$575
Roundtrip
found 2 hours ago
Select TAP Portugal flight, departing Fri, Apr 24 from Chicago to Florence, returning Fri, May 8, priced at $575 found 2 hours ago
Fri, Oct 2 - Thu, Oct 8
ORD
Chicago
FLR
Florence
$605 Roundtrip, found 6 days ago
$605
Roundtrip
found 6 days ago
Select Scandinavian Airlines flight, departing Fri, Oct 2 from Chicago to Florence, returning Thu, Oct 8, priced at $605 found 6 days ago
Fri, May 15 - Sun, May 24
ORD
Chicago
PSA
Pisa
$706 Roundtrip, found 5 days ago
$706
Roundtrip
found 5 days ago
Select Scandinavian Airlines flight, departing Fri, May 15 from Chicago to Pisa, returning Sun, May 24, priced at $706 found 5 days ago
Mon, Feb 1 - Tue, Feb 16
ORD
Chicago
FLR
Florence
$738 Roundtrip, found 6 days ago
$738
Roundtrip
found 6 days ago
Select Iberia flight, departing Mon, Feb 1 from Chicago to Florence, returning Tue, Feb 16, priced at $738 found 6 days ago
Mon, Aug 17 - Wed, Aug 26
ORD
Chicago
FLR
Florence
$766 Roundtrip, found 5 days ago
$766
Roundtrip
found 5 days ago
Select ITA Airways flight, departing Mon, Aug 17 from Chicago to Florence, returning Wed, Aug 26, priced at $766 found 5 days 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! (483 reviews)

May 12 - May 18

6 night stay

Chicago (CHI) to Florence (FLR)

SAS • Non-stop roundtrip • Coach
Price was $2,462, price is now $1,700 per person
$1,700
per person
found 1 hour ago
Absolutely perfect quiet location. Walking distance to everything but so absolutely perfect to go back to this quiet retreat at the end of the day. The staff was beyond accommodating to any need or requests I had. They were so welcoming and friendly. Loved staying here for my solo Tuscany refreshing and renewing vacation.

Reviewed on Jun 27, 2023

Maxim Axial
3.0-star property

Maxim Axial

8.6/10 Excellent! (1,005 reviews)

May 12 - May 18

6 night stay

Chicago (CHI) to Florence (FLR)

SAS • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,105, price is now $2,110 per person
$2,110
per person
found 1 hour ago
Great location and friendly staff. Would stay there again.

Reviewed on Jul 17, 2025

Hotel La Scaletta Al Ponte Vecchio
4.0-star property

Hotel La Scaletta Al Ponte Vecchio

8.8/10 Excellent! (971 reviews)

May 1 - May 7

6 night stay

Chicago (CHI) to Florence (FLR)

United • Non-stop • Coach

Florence (FLR) to Chicago (CHI)

Lufthansa • Non-stop • Coach
Save 100% on your flight
Price was $4,144, price is now $2,982 per person
$2,982
per person
found 7 hours ago
Although the lobby is gorgeous, it’s very confusing trying to find your room. There are staircases with very little instruction as to which way to go. The air conditioning in our room did not work the first night and it had been in the 90s during the day. It took them until 5 o’clock to fix the air conditioning the next day. Unfortunately, the other member of my party had been sick in bed all day sweltering. The location is fabulous. Breakfast was decent.

Reviewed on Jun 23, 2025

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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.