Cheap flights from ORD to TPS (O'Hare Intl. to Vicenzo Florio)

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Cheap Flights from ORD to TPS starting at $574 One Way, $945 Round Trip

Prices starting at $945 for return flights and $574 for one-way flights to Vicenzo Florio were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jul 18 - Wed, Jul 22
ORD
Chicago
TPS
Trapani
$945 Roundtrip, found 18 hours ago
$945
Roundtrip
found 18 hours ago
Select ITA Airways flight, departing Sat, Jul 18 from Chicago to Trapani, returning Wed, Jul 22, priced at $945 found 18 hours ago
Sun, Jul 12 - Sat, Jul 18
ORD
Chicago
TPS
Trapani
$958 Roundtrip, found 6 days ago
$958
Roundtrip
found 6 days ago
Select ITA Airways flight, departing Sun, Jul 12 from Chicago to Trapani, returning Sat, Jul 18, priced at $958 found 6 days ago
Wed, Jul 15 - Sun, Jul 19
ORD
Chicago
TPS
Trapani
$989 Roundtrip, found 3 days ago
$989
Roundtrip
found 3 days ago
Select ITA Airways flight, departing Wed, Jul 15 from Chicago to Trapani, returning Sun, Jul 19, priced at $989 found 3 days ago

Hotel Ideas near Vicenzo Florio

Airport Hotels near Vicenzo Florio

Bianco Sale Trapani

Bianco Sale Trapani

Via Marsala, 501 Misiliscemi TP
$89 nightly
The price is $102 total per night from Jul 6 to Jul 7
$102 total
Jul 6 - Jul 7
Total with taxes and fees
Stay at this B&B in Misiliscemi. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Promoter Kinisia and Spiaggia di San Teodoro are located ...
9.4/10 Exceptional! (39 reviews)
"Our stay was fantastic and the host was amazing, offering sites to visit nearby and where to visit in Trapani. We highly recommend staying here."

Reviewed on May 3, 2026

Bianco Sale Trapani
Agriturismo Le Arcate

Agriturismo Le Arcate

Contrada Granatello 35 Marsala TP
$88 nightly
The price is $102 total per night from Jul 6 to Jul 7
$102 total
Jul 6 - Jul 7
Total with taxes and fees
Stay at this farm stay in Marsala. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mozia Line Ferry and Ettore and Infersa Salt Museum ...
7.8/10 Good! (9 reviews)
"The room and bathroom were very clean. The manager went beyond expectation to meet our late check in and early check out for the airport. We didn't have time to try the pool and food however there was plenty on offer. The surrounding country side was tranquil and pretty."

Reviewed on May 16, 2026

Agriturismo Le Arcate
Sunset Beach

Sunset Beach

Via Scilla 2 Misiliscemi TP
Book a stay at this beach property in Misiliscemi. Enjoy free WiFi, free parking, and a marina. Popular attractions Port of Trapani and Spiaggia di San Teodoro ...
8.2/10 Very Good! (91 reviews)
Loved this place!
"You are literally at the ocean for this place! It was nice to fall asleep to the waves. Easy to find, and the owner met me there. Super helpful and friendly Fabio is! The room was very clean and comfortable. Quiet place. They have a family restaurant about 10 meters away which had amazing seafood! ..."

Reviewed on Oct 11, 2024

Get rates
Sunset Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Trapani

Venere di Erice Resort

Venere di Erice Resort

4 out of 5
Via Erice Valderice TP
$80 nightly
The price is $93 total per night from Jul 12 to Jul 13
$93 total
Jul 12 - Jul 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Valderice. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Port of Trapani and Quartiere ...
9/10 Wonderful! (90 reviews)
"Nice overnight stay Great location Clean comfortable rooms"

Reviewed on Jun 23, 2026

Venere di Erice Resort
Villaggio Approdo di Ulisse

Villaggio Approdo di Ulisse

3 out of 5
Localita Calagrande Favignana TP
$162 nightly
The price is $178 total per night from Jul 5 to Jul 6
$178 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this beach hotel in Favignana. Enjoy free breakfast, a private beach, and room service. Popular attractions Rotonda Cove and Santa Caterina Castle ...
5/10 (136 reviews)
Don't stay here, stay in town.
"The hotel has a great location, but bad management. The place is wrecked, everything is rusted and VERY old. The double beds are actually 2 single mattresses, so if you are a couple prepare to fall between the gap. There is no Wi-Fi in rooms or anywhere near them. You have to go to reception, and ..."

Reviewed on Sep 22, 2016

Villaggio Approdo di Ulisse
Resort Il Mulino

Resort Il Mulino

Via Alessandro Manzoni, 38 Favignana TP
$156 nightly
The price is $172 total per night from Jul 5 to Jul 6
$172 total
Jul 5 - Jul 6
Total with taxes and fees
Stay at this guesthouse in Favignana. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Popular attractions Favignana Plaza and Palazzo Florio ...
9.2/10 Wonderful! (99 reviews)
"Good little place. Breakfast was nice and pool was lovely and cold on a hot day. Air con was not great though"

Reviewed on Jun 6, 2026

Resort Il Mulino
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

ORD to TPS Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
TPS Address & GPS
Address:
Trapani ,
Italy
IATA Code:
TPS
Longitude:
12.495865
Latitude:
37.901385
Time Zone:
Europe/Rome

Frequently asked questions

What airlines have the most flights from O'Hare Airport to Trapani Airport?
For now, there are no airlines that fly direct between O'Hare Airport and Trapani Airport. But never fear. There are several single or multi-stop flights available.

Map To Nearby Hotels

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.

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