There are 7 ways to get from Chicago to Cortona by 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.
Fly to Florence Peretola Airport, train
best- Fly from Chicago O'Hare International Airport (ORD) to Florence Peretola Airport (FLR)plane ORD - FLR
- Take the train from Firenze S.M.N. to Camuccia-Cortonatrain
16h 32m€342–718Fly to Fiumicino International Airport, train
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Fiumicino International Airport (FCO)plane ORD - FCO
- Take the train from Roma Tiburtina to Camuccia-Cortonatrain
15h 50m€256–727Fly to Bologna Guglielmo Marconi Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Bologna Guglielmo Marconi Airport (BLQ)plane ORD - BLQ
- Take the train from Bologna Centrale to Firenze S.M.N.train
- Take the train from Firenze S.M.N. to Camuccia-Cortonatrain
17h 12m€296–736Fly to Pisa International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Pisa International Airport (PSA)plane ORD - PSA
- Take the train from Pisa Centrale to Firenze S.M.N.train
- Take the train from Firenze S.M.N. to Camuccia-Cortonatrain
17h 37m€381–732Fly to Venice Marco Polo Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Venice Marco Polo Airport (VCE)plane ORD - VCE
- Take the train from Venezia Mestre to Firenze S.M.N.train
- Take the train from Firenze S.M.N. to Camuccia-Cortonatrain
19h 4m€381–751Fly to Raffaello Sanzio Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Raffaello Sanzio Airport (AOI)plane ORD - AOI
- Take the train from Jesi to Folignotrain
- Take the train from Foligno to Camuccia-Cortonatrain
20h 2m€317–1,247Fly to Milano Malpensa Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP)plane ORD - MXP
- Take the train from Malpensa Aeroporto T1 to Milano Porta Garibalditrain
- Take the train from Milano P.Garibaldi to Arezzotrain
17h 12m€339–926
Chicago O'Hare International Airport (ORD) to Florence Peretola Airport (FLR) flights
Questions & Answers
The cheapest way to get from Chicago to Cortona is to fly and train which costs €250 - €750 and takes 15h 50m.
The fastest way to get from Chicago to Cortona is to fly and train which takes 15h 50m and costs €250 - €750.
The distance between Chicago and Cortona is 7686 km.
It takes approximately 16h 32m to get from Chicago to Cortona, including transfers.
Cortona is 6h ahead of Chicago. It is currently 3:40 AM in Chicago and 9:40 AM in Cortona.
There are 2002+ hotels available in Cortona.
What companies run services between Chicago, IL, USA and Cortona, Italy?
There is no direct connection from Chicago to Cortona. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Florence Peretola Airport (FLR), walk to Florence Airport (FLR), take the vehicle to Alamanni - Stazione Smn, walk to Firenze S.M.N., then take the train to Camuccia-Cortona. Alternatively, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Bologna Guglielmo Marconi Airport (BLQ), walk to Bologna Aeroporto, take the train to Bologna Centrale FS, walk to Bologna Centrale, take the train to Firenze S.M.N., then take the train to Camuccia-Cortona.
- Website
- lufthansa.com
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Frankfurt
- Ave. Duration
- 12h 6m
- When
- Every day
- Estimated price
- €260–1,200
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Munich
- Ave. Duration
- 11h 37m
- When
- Every day
- Estimated price
- €260–1,200
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Frankfurt
- Ave. Duration
- 11h 55m
- When
- Every day
- Estimated price
- €210–950
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Munich
- Ave. Duration
- 11h 57m
- When
- Every day
- Estimated price
- €210–950
Flights from Chicago O'Hare International Airport to Fiumicino International Airport
- Ave. Duration
- 9h
- When
- Every day
- Estimated price
- €190–750
Flights from Chicago O'Hare International Airport to Fiumicino International Airport via Frankfurt
- Ave. Duration
- 12h 50m
- When
- Every day
- Estimated price
- €230–450
Flights from Chicago O'Hare International Airport to Fiumicino International Airport via Munich
- Ave. Duration
- 13h 25m
- When
- Every day
- Estimated price
- €230–450
Flights from Chicago O'Hare International Airport to Pisa International Airport via Frankfurt
- Ave. Duration
- 10h 40m
- When
- Friday
- Estimated price
- €250–1,000
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Frankfurt
- Ave. Duration
- 11h 37m
- When
- Tuesday to Sunday
- Estimated price
- €230–950
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Munich
- Ave. Duration
- 11h 5m
- When
- Every day
- Estimated price
- €210–950
Flights from Chicago O'Hare International Airport to Raffaello Sanzio Airport via Munich
- Ave. Duration
- 11h 40m
- When
- Monday, Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- €300–1,400
Flights from Chicago O'Hare International Airport to Raffaello Sanzio Airport via Frankfurt, Munich
- Ave. Duration
- 13h 35m
- When
- Sunday
- Estimated price
- €330–1,400
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport
- Ave. Duration
- 8h 50m
- When
- Every day
- Estimated price
- €170–700
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport via Munich
- Ave. Duration
- 11h 42m
- When
- Every day
- Estimated price
- €180–850
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport via Frankfurt
- Ave. Duration
- 11h 40m
- When
- Every day
- Estimated price
- €190–800
- Website
- united.com
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Brussels
- Ave. Duration
- 11h 5m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- €260–1,000
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Munich
- Ave. Duration
- 11h 37m
- When
- Every day
- Estimated price
- €260–1,200
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Zurich
- Ave. Duration
- 11h 55m
- When
- Every day
- Estimated price
- €260–950
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Frankfurt
- Ave. Duration
- 12h 5m
- When
- Every day
- Estimated price
- €260–1,000
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Frankfurt
- Ave. Duration
- 10h 55m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Munich
- Ave. Duration
- 11h 57m
- When
- Every day
- Estimated price
- €210–950
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Brussels
- Ave. Duration
- 12h 30m
- When
- Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Fiumicino International Airport
- Ave. Duration
- 9h
- When
- Every day
- Estimated price
- €190–750
Flights from Chicago O'Hare International Airport to Fiumicino International Airport via Frankfurt
- Ave. Duration
- 12h 50m
- When
- Every day
- Estimated price
- €230–450
Flights from Chicago O'Hare International Airport to Fiumicino International Airport via Zurich
- Ave. Duration
- 12h 10m
- When
- Every day
- Estimated price
- €260–600
Flights from Chicago O'Hare International Airport to Fiumicino International Airport via Munich
- Ave. Duration
- 13h 25m
- When
- Every day
- Estimated price
- €230–450
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Frankfurt
- Ave. Duration
- 11h 37m
- When
- Tuesday to Sunday
- Estimated price
- €230–950
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Brussels
- Ave. Duration
- 11h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Munich
- Ave. Duration
- 11h 20m
- When
- Every day
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Zurich
- Ave. Duration
- 12h 10m
- When
- Every day
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport
- Ave. Duration
- 8h 50m
- When
- Every day
- Estimated price
- €170–700
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport via Frankfurt
- Ave. Duration
- 11h 40m
- When
- Every day
- Estimated price
- €190–800
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport via Munich
- Ave. Duration
- 11h 50m
- When
- Every day
- Estimated price
- €200–850
- Website
- swiss.com
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Zurich
- Ave. Duration
- 11h 55m
- When
- Every day
- Estimated price
- €260–950
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Zurich
- Ave. Duration
- 12h 20m
- When
- Monday and Tuesday
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Fiumicino International Airport
- Ave. Duration
- 9h
- When
- Every day
- Estimated price
- €190–750
Flights from Chicago O'Hare International Airport to Fiumicino International Airport via Zurich
- Ave. Duration
- 12h 10m
- When
- Every day
- Estimated price
- €260–600
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Zurich
- Ave. Duration
- 12h 10m
- When
- Every day
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport
- Ave. Duration
- 8h 50m
- When
- Every day
- Estimated price
- €170–700
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport via Zurich
- Ave. Duration
- 11h 12m
- When
- Every day
- Estimated price
- €180–700
- Website
- klm.com
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Amsterdam Schiphol
- Ave. Duration
- 11h
- When
- Friday
- Estimated price
- €260–1,000
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Paris Charles de Gaulle
- Ave. Duration
- 11h 5m
- When
- Every day
- Estimated price
- €250–1,000
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 2m
- When
- Every day
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Fiumicino International Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 25m
- When
- Monday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- €190–750
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 5m
- When
- Monday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- €210–800
- Website
- airfrance.com
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Paris Charles de Gaulle
- Ave. Duration
- 11h 5m
- When
- Every day
- Estimated price
- €250–1,000
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Paris Charles de Gaulle
- Ave. Duration
- 13h 55m
- When
- Tuesday to Sunday
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Fiumicino International Airport via Paris Charles de Gaulle
- Ave. Duration
- 11h 25m
- When
- Every day
- Estimated price
- €190–750
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Paris Charles de Gaulle
- Ave. Duration
- 10h 40m
- When
- Every day
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport via Paris Charles de Gaulle
- Ave. Duration
- 10h 15m
- When
- Every day
- Estimated price
- €170–700
- Website
- brusselsairlines.com
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Brussels
- Ave. Duration
- 11h 5m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- €260–1,000
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Brussels
- Ave. Duration
- 12h 30m
- When
- Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Fiumicino International Airport
- Ave. Duration
- 9h
- When
- Every day
- Estimated price
- €190–750
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Brussels
- Ave. Duration
- 11h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- €210–800
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport
- Ave. Duration
- 8h 50m
- When
- Every day
- Estimated price
- €170–700
- Website
- austrian.com
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Vienna
- Ave. Duration
- 11h 25m
- When
- Saturday
- Estimated price
- €290–1,000
Flights from Chicago O'Hare International Airport to Bologna Guglielmo Marconi Airport via Vienna
- Ave. Duration
- 19h 35m
- When
- Monday, Wednesday, and Saturday
- Estimated price
- €240–800
Flights from Chicago O'Hare International Airport to Fiumicino International Airport
- Ave. Duration
- 9h
- When
- Every day
- Estimated price
- €190–750
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Vienna
- Ave. Duration
- 14h 35m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- €240–800
Flights from Chicago O'Hare International Airport to Milano Malpensa Airport
- Ave. Duration
- 8h 50m
- When
- Every day
- Estimated price
- €170–700
- Website
- ryanair.com
Flights from Chicago O'Hare International Airport to Pisa International Airport via Dublin
- Ave. Duration
- 13h 10m
- When
- Tuesday, Wednesday, and Friday
- Estimated price
- €220–1,100
Flights from Chicago O'Hare International Airport to Pisa International Airport via Madrid
- Ave. Duration
- 11h 20m
- When
- Friday and Sunday
- Estimated price
- €230–900
- Website
- ita-airways.com
Flights from Chicago O'Hare International Airport to Florence Peretola Airport via Fiumicino International Airport
- Ave. Duration
- 12h 55m
- When
- Thursday and Saturday
- Estimated price
- €280–900
Flights from Chicago O'Hare International Airport to Fiumicino International Airport
- Ave. Duration
- 9h 25m
- When
- Thursday and Saturday
- Estimated price
- €200–650
- Website
- volotea.com
Flights from Chicago O'Hare International Airport to Raffaello Sanzio Airport via Barcelona
- Ave. Duration
- 12h 5m
- When
- Thursday and Sunday
- Estimated price
- €310–1,200
Flights from Chicago O'Hare International Airport to Raffaello Sanzio Airport via Madrid
- Ave. Duration
- 17h 25m
- When
- Wednesday and Saturday
- Estimated price
- €310–1,200
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Fiumicino International Airport
- Ave. Duration
- 9h 15m
- When
- Every day
- Estimated price
- €190–750
- Website
- flysas.com
Flights from Chicago O'Hare International Airport to Pisa International Airport via Copenhagen
- Ave. Duration
- 16h 55m
- When
- Monday
- Estimated price
- €200–650
- Website
- aerlingus.com
Flights from Chicago O'Hare International Airport to Venice Marco Polo Airport via Dublin
- Ave. Duration
- 12h 50m
- When
- Saturday
- Estimated price
- €240–1,100
- Phone
- +39.06.5210550
- Website
- trenitalia.com
Train from Firenze S.M.N. to Camuccia-Cortona
- Ave. Duration
- 1h 48m
- Frequency
- Hourly
- Estimated price
- €8–12
- Website
- https://www.trenitalia.com/en.html
Train from Bologna Centrale to Firenze S.M.N.
- Ave. Duration
- 1h 35m
- Frequency
- Twice daily
- Estimated price
- €6–10
- Website
- https://www.trenitalia.com/en.html
Train from Roma Tiburtina to Camuccia-Cortona
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- €11–17
- Website
- https://www.trenitalia.com/en.html
Train from Pisa Centrale to Firenze S.M.N.
- Ave. Duration
- 1h 25m
- Frequency
- Every 30 minutes
- Estimated price
- €6–9
- Website
- https://www.trenitalia.com/en.html
Train from Jesi to Foligno
- Ave. Duration
- 1h 20m
- Frequency
- Every 3 hours
- Estimated price
- €7–11
- Website
- https://www.trenitalia.com/en.html
Train from Foligno to Camuccia-Cortona
- Ave. Duration
- 1h 18m
- Frequency
- Every 4 hours
- Estimated price
- €6–10
- Website
- https://www.trenitalia.com/en.html
- Phone
- +39 06 68475475
- Website
- trenitalia.com
Train from Bologna Centrale to Firenze S.M.N.
- Ave. Duration
- 37 min
- Frequency
- Hourly
- Estimated price
- €13–25
- Schedules at
- trenitalia.com
Train from Venezia Mestre to Firenze S.M.N.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- €35–70
- Schedules at
- trenitalia.com
Train from Jesi to Foligno
- Ave. Duration
- 1h 14m
- Frequency
- Once daily
- Estimated price
- €14–28
- Schedules at
- trenitalia.com
Train from Milano P.Garibaldi to Arezzo
- Ave. Duration
- 2h 43m
- Frequency
- 6 times a week
- Estimated price
- €50–110
- Schedules at
- trenitalia.com
- Phone
- +39 06 68475475
- Website
- trenitalia.com
Train from Bologna Centrale to Firenze S.M.N.
- Ave. Duration
- 1h 16m
- Frequency
- Once daily
- Estimated price
- €9–21
- Website
- https://www.trenitalia.com/en.html
Train from Jesi to Foligno
- Ave. Duration
- 1h 25m
- Frequency
- Twice daily
- Estimated price
- €10–23
- Website
- https://www.trenitalia.com/en.html
- Phone
- +39 06 8937 1892
- Website
- italotreno.it
Train from Bologna Centrale to Firenze S.M.N.
- Ave. Duration
- 46 min
- Frequency
- Once a week
- Estimated price
- €28–40
- Website
- https://www.italotreno.it/en
- Smart Economy
- €28–40
- Smart Flex
- €29–40
Train from Venezia Mestre to Firenze S.M.N.
- Ave. Duration
- 2h 11m
- Frequency
- Once a week
- Estimated price
- €40–55
- Website
- https://www.italotreno.it/en
- Smart Economy
- €40–55
- Smart Flex
- €45–55
- Phone
- +39 06 68475475
- ufficiogruppi@trenitalia.it
- Website
- trenitalia.com
Train from Bologna Centrale to Firenze S.M.N.
- Ave. Duration
- 59 min
- Frequency
- Once a week
- Estimated price
- €27–70
- Website
- https://www.trenitalia.com/en.html
- 1st Class
- €45–70
- 2nd Class
- €27–40
- Phone
- +39 02 7249 4494
- my-link@trenord.it
- Website
- trenord.it
Train from Malpensa Aeroporto T1 to Milano Porta Garibaldi
- Ave. Duration
- 44 min
- Frequency
- Every 30 minutes
- Estimated price
- €4–6
- Website
- https://www.trenord.it/en/
Want to know more about travelling around Italy
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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