There are 5 ways to get from Siena to Chicago by bus, plane, 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.
Bus to Florence Peretola Airport, fly
best- 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 26mTrain, train to Pisa International Airport, fly
cheapest- Take the train from Siena to Empolitrain
- Take the train from Empoli to Pisa Centraletrain
- Fly from Pisa International Airport (PSA) to Chicago O'Hare International Airport (ORD)plane PSA - ORD
17h 24m$395–878Bus, train to Bologna Guglielmo Marconi Airport, fly
- Take the bus from Siena-Via Tozzi to Firenze Autostazionebus
- Take the train from Florence Santa Maria Novella to Bologna Centraletrain
- Fly from Bologna Guglielmo Marconi Airport (BLQ) to Chicago O'Hare International Airport (ORD)plane BLQ - ORD
17h 21mBus, train to Fiumicino International Airport, fly
- Take the bus from Siena-Via Tozzi to Firenze Autostazionebus
- Take the train from Florence Santa Maria Novella to Roma Terminitrain
- Fly from Fiumicino International Airport (FCO) to Chicago O'Hare International Airport (ORD)plane FCO - ORD
17h 9mBus, train, train to Milano Malpensa Airport, fly
- Take the bus from Siena-Via Tozzi to Firenze Autostazionebus
- Take the train from Florence Santa Maria Novella to Milano Centraletrain
- Take the train from Milano Centrale to Malpensa Aeroporto T1train
- Fly from Milano Malpensa Airport (MXP) to Chicago O'Hare International Airport (ORD)plane MXP - ORD
17h 36m
Florence Peretola Airport (FLR) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Siena to Chicago is to train and fly which costs $390 - $900 and takes 17h 24m.
The fastest way to get from Siena to Chicago is to train and fly which takes 17h 24m and costs $390 - $900.
The distance between Siena and Chicago is 4776 miles.
It takes approximately 16h 26m to get from Siena to Chicago, including transfers.
Chicago is 7h behind Siena. It is currently 6:15 PM in Siena and 11:15 AM in Chicago.
There are 1068+ 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 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. Alternatively, you can take the train to Empoli, take the train to Pisa Centrale, take the train to Pisa Airport, walk 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.
- Website
- united.com
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Zurich
- Ave. Duration
- 13h 45m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $280–1,000
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 13h 55m
- When
- Every day
- Estimated price
- $300–1,200
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Munich
- Ave. Duration
- 14h 40m
- When
- Every day
- Estimated price
- $270–1,100
Flights from Pisa International Airport to Chicago O'Hare International Airport via Dublin
- Ave. Duration
- 12h 35m
- When
- Wednesday and Saturday
- Estimated price
- $240–950
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 12h 5m
- When
- Monday, Wednesday, and Saturday
- Estimated price
- $220–900
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 25m
- When
- Friday and Saturday
- Estimated price
- $200–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 13h 55m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $210–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 14h 37m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- $210–850
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport
- Ave. Duration
- 9h 40m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–750
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Newark
- Ave. Duration
- 13h 21m
- When
- Every day
- Estimated price
- $190–750
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Montreal
- Ave. Duration
- 14h 5m
- When
- Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $190–750
- Website
- aircanada.com
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 13h 55m
- When
- Every day
- Estimated price
- $300–1,200
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Munich
- Ave. Duration
- 14h 40m
- When
- Every day
- Estimated price
- $270–1,100
Flights from Pisa International Airport to Chicago O'Hare International Airport via Dublin
- Ave. Duration
- 12h 35m
- When
- Wednesday and Saturday
- Estimated price
- $240–950
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 12h 5m
- When
- Monday, Wednesday, and Saturday
- Estimated price
- $220–900
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 25m
- When
- Friday and Saturday
- Estimated price
- $200–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 13h 55m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $210–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 14h 37m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- $210–850
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport
- Ave. Duration
- 9h 40m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–750
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Newark
- Ave. Duration
- 13h 21m
- When
- Every day
- Estimated price
- $190–750
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Montreal
- Ave. Duration
- 14h 5m
- When
- Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $190–750
- Website
- lufthansa.com
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 12h 57m
- When
- Every day
- Estimated price
- $260–1,200
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Munich
- Ave. Duration
- 13h 25m
- When
- Every day
- Estimated price
- $270–1,200
Flights from Pisa International Airport to Chicago O'Hare International Airport via Dublin
- Ave. Duration
- 12h 35m
- When
- Wednesday and Saturday
- Estimated price
- $240–950
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Frankfurt
- Ave. Duration
- 13h 2m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $220–1,000
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 25m
- When
- Friday and Saturday
- Estimated price
- $200–800
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport
- Ave. Duration
- 9h 40m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–750
- Website
- delta.com
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 20m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $260–1,000
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 14h 40m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $260–1,100
Flights from Pisa International Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 25m
- When
- Friday
- Estimated price
- $240–950
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 5m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $220–900
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 14h 50m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $220–900
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 13h 19m
- When
- Friday and Sunday
- Estimated price
- $220–850
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 13h 33m
- When
- Tuesday, Thursday, and Saturday
- Estimated price
- $210–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 14h 14m
- When
- Every day
- Estimated price
- $210–850
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 13h 44m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- $190–750
- Website
- britishairways.com
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 14h 5m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- $260–1,100
Flights from Pisa International Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 15h 25m
- When
- Tuesday, Thursday, and Saturday
- Estimated price
- $240–1,000
Flights from Pisa International Airport to Chicago O'Hare International Airport via Madrid
- Ave. Duration
- 14h 10m
- When
- Monday
- Estimated price
- $300–1,200
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 13h 30m
- When
- Every day
- Estimated price
- $220–950
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 40m
- When
- Every day
- Estimated price
- $200–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 14h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $210–850
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 12h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $190–750
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via New York JFK
- Ave. Duration
- 14h 17m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $190–750
- Website
- aa.com
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 14h 5m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- $260–1,100
Flights from Pisa International Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 15h 25m
- When
- Tuesday, Thursday, and Saturday
- Estimated price
- $240–1,000
Flights from Pisa International Airport to Chicago O'Hare International Airport via Madrid
- Ave. Duration
- 14h 10m
- When
- Monday
- Estimated price
- $300–1,200
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via London Heathrow
- Ave. Duration
- 13h 30m
- When
- Every day
- Estimated price
- $220–950
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 40m
- When
- Every day
- Estimated price
- $200–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 14h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $210–850
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 12h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $190–750
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via New York JFK
- Ave. Duration
- 14h 17m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $190–750
- Website
- klm.com
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 20m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $260–1,000
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 14h 40m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $260–1,100
Flights from Pisa International Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 25m
- When
- Friday
- Estimated price
- $240–950
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Amsterdam Schiphol
- Ave. Duration
- 14h 50m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $220–900
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 13h 33m
- When
- Tuesday, Thursday, and Saturday
- Estimated price
- $210–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 14h 14m
- When
- Every day
- Estimated price
- $210–850
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 13h 44m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- $190–750
- Website
- airfrance.com
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 20m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $260–1,000
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Paris Charles de Gaulle
- Ave. Duration
- 12h 5m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $220–900
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 13h 33m
- When
- Tuesday, Thursday, and Saturday
- Estimated price
- $210–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 14h 14m
- When
- Every day
- Estimated price
- $210–850
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 13h 44m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- $190–750
- Website
- iberia.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Madrid
- Ave. Duration
- 14h 10m
- When
- Monday
- Estimated price
- $300–1,200
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 40m
- When
- Every day
- Estimated price
- $200–800
Flights from Fiumicino International Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 14h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $210–850
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 12h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $190–750
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via New York JFK
- Ave. Duration
- 14h 17m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $190–750
- Website
- swiss.com
Flights from Florence Peretola Airport to Chicago O'Hare International Airport via Zurich
- Ave. Duration
- 13h 45m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $280–1,000
Flights from Bologna Guglielmo Marconi Airport to Chicago O'Hare International Airport via Zurich
- Ave. Duration
- 13h 30m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $240–850
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 25m
- When
- Friday and Saturday
- Estimated price
- $200–800
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport
- Ave. Duration
- 9h 40m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–750
- Website
- aerlingus.com
Flights from Pisa International Airport to Chicago O'Hare International Airport via Dublin
- Ave. Duration
- 15h 50m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $300–1,300
Flights from Pisa International Airport to Chicago O'Hare International Airport via Madrid
- Ave. Duration
- 14h 10m
- When
- Monday
- Estimated price
- $300–1,200
- Website
- ita-airways.com
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 45m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $230–750
- Website
- ethiopianairlines.com
Flights from Fiumicino International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 25m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $320–900
- Website
- jetblue.com
Flights from Milano Malpensa Airport to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 14h 43m
- When
- Every day
- Estimated price
- $190–750
- Phone
- +39.06.5210550
- Website
- trenitalia.com
Train from Siena to Empoli
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $9
- Website
- https://www.trenitalia.com/en.html
Train from Empoli to Pisa Centrale
- Ave. Duration
- 46 min
- Frequency
- Every 30 minutes
- Estimated price
- $8
- Website
- https://www.trenitalia.com/en.html
- Phone
- +39 06 8937 1892
- Website
- italotreno.it
Train from Florence Santa Maria Novella to Bologna Centrale
- Ave. Duration
- 38 min
- Frequency
- Hourly
- Estimated price
- $16–45
- Website
- https://www.italotreno.it/en
Train from Florence Santa Maria Novella to Roma Termini
- Ave. Duration
- 1h 32m
- Frequency
- Hourly
- Estimated price
- $26–60
- Website
- https://www.italotreno.it/en
Train from Florence Santa Maria Novella to Milano Centrale
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $30–80
- Website
- https://www.italotreno.it/en
- Phone
- +39 02 7249 4494
- my-link@trenord.it
- Website
- trenord.it
Train from Milano Centrale to Malpensa Aeroporto T1
- Ave. Duration
- 53 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–7
- Website
- https://www.trenord.it/en/
- Phone
- +39 055 849 0505
- servizioclienti@at-bus.it
- Website
- at-bus.it
Bus from Siena-Via Tozzi to Firenze Autostazione
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Website
- https://www.at-bus.it/en
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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