There are 5 ways to get from Siena to Chicago by car, plane, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Pisa International Airport, fly to Chicago O'Hare International Airport
best- Drive from Siena to Pisa International Airport (PSA)car
- Fly from Pisa International Airport (PSA) to Chicago O'Hare International Airport (ORD)plane PSA - ORD
14h 57m$462–984Bus, train to Fiumicino International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Siena-Via Tozzi to Firenze Autostazionebus
- Take the train from Firenze S.M.N. to Roma Terminitrain
- Fly from Fiumicino International Airport (FCO) to Chicago O'Hare International Airport (ORD)plane FCO - ORD
16h 48m$332–755Bus to Florence Peretola Airport, fly to Chicago O'Hare International Airport
- Take the bus from Siena-Via Tozzi to Firenze Autostazionebus
- Fly from Florence Peretola Airport (FLR) to Chicago O'Hare International Airport (ORD)plane FLR - ORD
16h 6m$400–764Bus, train to Bologna Guglielmo Marconi Airport, fly to Chicago O'Hare International Airport
- Take the bus from Siena-Via Tozzi to Firenze Autostazionebus
- Take the train from Firenze S.M.N. to Bologna Centraletrain
- Fly from Bologna Guglielmo Marconi Airport (BLQ) to Chicago O'Hare International Airport (ORD)plane BLQ - ORD
17h 10m$378–792Bus to Florence Peretola Airport, fly to Chicago Midway International Airport
- Take the bus from Siena-Via Tozzi to Firenze Autostazionebus
- Fly from Florence Peretola Airport (FLR) to Chicago Midway International Airport (MDW)plane FLR - MDW
21h 55m$450–1,814
Pisa International Airport (PSA) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Siena to Chicago is to bus and train and fly which costs $330 - $800 and takes 16h 48m.
The fastest way to get from Siena to Chicago is to drive and fly which takes 14h 57m and costs $460 - $1,000.
The distance between Siena and Chicago is 4771 miles.
It takes approximately 14h 57m to get from Siena to Chicago, including transfers.
Chicago is 7h behind Siena. It is currently 9:46 AM in Siena and 2:46 AM in Chicago.
There are 1143+ hotels available in Chicago.
What companies run services between Siena, Italy and Chicago, IL, USA?
There is no direct connection from Siena to Chicago. However, you can drive to Pisa International Airport (PSA) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take the bus to Firenze Autostazione, walk to Alamanni - Stazione Smn, take the vehicle to Florence Airport (FLR), walk to Florence Peretola Airport (FLR) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue.
- Website
- delta.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $240–950
Flights from Pisa International Airport to Chicago O'Hare International Airport via Copenhagen
- Ave. Duration
- 13h 10m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $200–800
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 20m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 14h 45m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h
- When
- Every day
- Estimated price
- $230–900
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 15m
- When
- Every day
- Estimated price
- $220–900
Flights from Florence Peretola Airport to Chicago Midway International Airport via Paris Charles de Gaulle, Detroit
- Ave. Duration
- 22h 31m
- When
- Every day
- Estimated price
- $440–1,800
Flights from Florence Peretola Airport to Chicago Midway International Airport via Amsterdam Schiphol, Detroit
- Ave. Duration
- 23h 28m
- When
- Every day
- Estimated price
- $450–1,800
Flights from Florence Peretola Airport to Chicago Midway International Airport via London Heathrow, Detroit
- Ave. Duration
- 17h 49m
- When
- Every day
- Estimated price
- $440–1,800
Flights from Florence Peretola Airport to Chicago Midway International Airport via Frankfurt, Detroit
- Ave. Duration
- 18h 24m
- When
- Every day
- Estimated price
- $450–1,800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 13h 16m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $220–900
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 13h 33m
- When
- Every day
- Estimated price
- $210–850
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 14h 18m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- $210–850
- Website
- klm.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $240–950
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 20m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 14h 45m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h
- When
- Every day
- Estimated price
- $230–900
Flights from Florence Peretola Airport to Chicago Midway International Airport via Paris Charles de Gaulle, Detroit
- Ave. Duration
- 18h 14m
- When
- Every day
- Estimated price
- $440–1,800
Flights from Florence Peretola Airport to Chicago Midway International Airport via Amsterdam Schiphol, Detroit
- Ave. Duration
- 18h 24m
- When
- Every day
- Estimated price
- $450–1,800
Flights from Florence Peretola Airport to Chicago Midway International Airport via London Heathrow, Detroit
- Ave. Duration
- 17h 49m
- When
- Every day
- Estimated price
- $440–1,800
Flights from Florence Peretola Airport to Chicago Midway International Airport via Frankfurt, Detroit
- Ave. Duration
- 18h 24m
- When
- Every day
- Estimated price
- $450–1,800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 13h 16m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $220–900
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 14h 18m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- $210–850
- Website
- lufthansa.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 16h 35m
- When
- Monday to Saturday
- Estimated price
- $260–1,200
Flights from Pisa International Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $240–950
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 12h 46m
- When
- Every day
- Estimated price
- $260–1,300
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Munich
- Ave. Duration
- 12h 20m
- When
- Every day
- Estimated price
- $260–1,300
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 13h 2m
- When
- Every day
- Estimated price
- $250–1,100
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 20m
- When
- Every day
- Estimated price
- $200–850
- Website
- united.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 16h 35m
- When
- Monday to Saturday
- Estimated price
- $260–1,200
Flights from Pisa International Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $240–950
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Zurich
- Ave. Duration
- 12h 10m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Munich
- Ave. Duration
- 12h 45m
- When
- Tuesday to Saturday
- Estimated price
- $260–1,100
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 13h 20m
- When
- Every day
- Estimated price
- $280–1,300
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 13h 2m
- When
- Every day
- Estimated price
- $250–1,100
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 20m
- When
- Every day
- Estimated price
- $200–850
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 12h 25m
- When
- Every day
- Estimated price
- $210–850
- Website
- britishairways.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 14h 10m
- When
- Every day
- Estimated price
- $480–950
Flights from Pisa International Airport to Chicago O'Hare International Airport via Dublin
- Ave. Duration
- 12h 30m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $230–950
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 12h 37m
- When
- Every day
- Estimated price
- $250–1,100
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 12h 57m
- When
- Every day
- Estimated price
- $220–900
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 40m
- When
- Every day
- Estimated price
- $200–850
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 13h 45m
- When
- Tuesday to Saturday
- Estimated price
- $210–850
- Website
- aa.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 14h 10m
- When
- Every day
- Estimated price
- $480–950
Flights from Pisa International Airport to Chicago O'Hare International Airport via Dublin
- Ave. Duration
- 12h 30m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $230–950
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 12h 37m
- When
- Every day
- Estimated price
- $250–1,100
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 12h 57m
- When
- Every day
- Estimated price
- $220–900
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 40m
- When
- Every day
- Estimated price
- $200–850
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 13h 45m
- When
- Tuesday to Saturday
- Estimated price
- $210–850
- Website
- airfrance.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Copenhagen
- Ave. Duration
- 13h 10m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $200–800
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 20m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 15m
- When
- Every day
- Estimated price
- $220–900
Flights from Florence Peretola Airport to Chicago Midway International Airport via Paris Charles de Gaulle, Detroit
- Ave. Duration
- 18h 14m
- When
- Every day
- Estimated price
- $440–1,800
Flights from Florence Peretola Airport to Chicago Midway International Airport via London Heathrow, Detroit
- Ave. Duration
- 17h 49m
- When
- Every day
- Estimated price
- $440–1,800
Flights from Florence Peretola Airport to Chicago Midway International Airport via Frankfurt, Detroit
- Ave. Duration
- 18h 24m
- When
- Every day
- Estimated price
- $450–1,800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 14h 18m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- $210–850
- Website
- aircanada.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $240–950
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Munich
- Ave. Duration
- 12h 45m
- When
- Tuesday to Saturday
- Estimated price
- $260–1,100
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 13h 25m
- When
- Every day
- Estimated price
- $280–1,300
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 13h 55m
- When
- Tuesday to Sunday
- Estimated price
- $250–1,100
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 20m
- When
- Every day
- Estimated price
- $200–850
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 12h 25m
- When
- Every day
- Estimated price
- $210–850
- Website
- swiss.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $240–950
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Zurich
- Ave. Duration
- 12h 37m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Zurich
- Ave. Duration
- 12h 30m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $220–950
- Website
- aerlingus.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Dublin
- Ave. Duration
- 14h 7m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $230–1,200
- Website
- flysas.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Copenhagen
- Ave. Duration
- 13h 10m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $200–800
- Website
- southwest.com
Flights from Florence Peretola Airport to Chicago Midway International Airport via Paris Charles de Gaulle, Covington
- Ave. Duration
- 17h 35m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $460–1,800
- Website
- ita-airways.com
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 50m
- When
- Monday, Thursday, and Saturday
- Estimated price
- $210–750
- Website
- ethiopianairlines.com
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 5m
- When
- Monday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $320–1,100
- Phone
- +39 06 68475475
- Website
- trenitalia.com
Train from Firenze S.M.N. to Bologna Centrale
- Ave. Duration
- 37 min
- Frequency
- Every 30 minutes
- Estimated price
- $15–29
- Schedules at
- trenitalia.com
Train from Firenze S.M.N. to Roma Termini
- Ave. Duration
- 1h 42m
- Frequency
- Every 30 minutes
- Estimated price
- $40–85
- Schedules at
- trenitalia.com
- Phone
- +39 06 68475475
- ufficiogruppi@trenitalia.it
- Website
- trenitalia.com
Train from Firenze S.M.N. to Bologna Centrale
- Ave. Duration
- 1h 12m
- Frequency
- Once daily
- Estimated price
- $30–80
- Website
- https://www.trenitalia.com/en.html
- 1st Class
- $55–80
- 2nd Class
- $30–45
- Phone
- +39.06.5210550
- Website
- trenitalia.com
Train from Firenze S.M.N. to Bologna Centrale
- Ave. Duration
- 1h 44m
- Frequency
- Twice daily
- Estimated price
- $13–23
- Website
- https://www.trenitalia.com/en.html
Train from Firenze S.M.N. to Roma Termini
- Ave. Duration
- 3h 51m
- Frequency
- 4 times a day
- Estimated price
- $35–65
- Website
- https://www.trenitalia.com/en.html
- Phone
- +39 06 68475475
- Website
- trenitalia.com
Train from Firenze S.M.N. to Bologna Centrale
- Ave. Duration
- 1h 17m
- Frequency
- Once daily
- Estimated price
- $10–25
- Website
- https://www.trenitalia.com/en.html
Train from Firenze S.M.N. to Roma Termini
- Ave. Duration
- 2h 40m
- Frequency
- 6 times a week
- Estimated price
- $30–70
- Website
- https://www.trenitalia.com/en.html
- Phone
- +39 800 142 424
- numeroverdetpl@regione.toscana.it
- Website
- at-bus.it
Bus from Siena-Via Tozzi to Firenze Autostazione
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- https://www.at-bus.it/en
- Schedules at
- https://www.at-bus.it/en/lines-and-timetables
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