There are 4 ways to get from Naples to Chicago 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 Chicago O'Hare International Airport
best- Fly from Naples Airport (NAP) to Chicago O'Hare International Airport (ORD)plane NAP - ORD
11h 42m$403–1,242Fly to South Bend, train
cheapest- Fly from Naples Airport (NAP) to South Bend (SBN)plane NAP - SBN
- Take the train from South Bend Airport to Van Buren St.train
16h 43m$326–1,115Fly to Chicago Midway International Airport
- Fly from Naples Airport (NAP) to Chicago Midway International Airport (MDW)plane NAP - MDW
15h 16m$333–1,171Fly to General Mitchell International Airport, train
- Fly from Naples Airport (NAP) to General Mitchell International Airport (MKE)plane NAP - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
17h 42m$474–1,592
Naples Airport (NAP) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Naples to Chicago is to fly which costs $400 - $1,300 and takes 11h 42m.
The fastest way to get from Naples to Chicago is to fly which takes 11h 42m and costs $400 - $1,300.
The distance between Naples and Chicago is 4980 miles.
It takes approximately 11h 42m to get from Naples to Chicago, including transfers.
Chicago is 7h behind Naples. It is currently 5:45 AM in Naples and 10:45 PM in Chicago.
There are 1305+ hotels available in Chicago.
What companies run services between Naples, Italy and Chicago, IL, USA?
American Airlines, Aer Lingus, and three other airlines fly from Naples Airport (NAP) to Chicago O'Hare International Airport (ORD) 5 times a day.
- Website
- delta.com
Flights from Naples Airport to Chicago O'Hare International Airport via New York JFK
- Ave. Duration
- 14h 5m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $240–900
Flights from Naples Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 20h 28m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- $370–1,300
Flights from Naples Airport to Chicago Midway International Airport via Munich, Detroit
- Ave. Duration
- 16h 10m
- When
- Monday
- Estimated price
- $330–1,200
Flights from Naples Airport to South Bend via Atlanta
- Ave. Duration
- 18h 37m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- $350–1,300
Flights from Naples Airport to General Mitchell International Airport via Atlanta
- Ave. Duration
- 15h 20m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- $490–1,700
Flights from Naples Airport to General Mitchell International Airport via New York JFK
- Ave. Duration
- 17h 20m
- When
- Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $430–1,600
- Website
- united.com
Flights from Naples Airport to Chicago O'Hare International Airport via Newark
- Ave. Duration
- 14h 31m
- When
- Every day
- Estimated price
- $240–900
Flights from Naples Airport to Chicago O'Hare International Airport via Montreal
- Ave. Duration
- 15h 27m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- $230–850
Flights from Naples Airport to South Bend via Newark
- Ave. Duration
- 14h 3m
- When
- Friday
- Estimated price
- $310–1,100
Flights from Naples Airport to South Bend via Munich, Chicago O'Hare International Airport
- Ave. Duration
- 15h 49m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $310–1,200
Flights from Naples Airport to General Mitchell International Airport via Newark
- Ave. Duration
- 15h 21m
- When
- Every day
- Estimated price
- $430–1,600
Flights from Naples Airport to General Mitchell International Airport via Munich, Chicago O'Hare International Airport
- Ave. Duration
- 15h 13m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $430–1,600
- Website
- aa.com
Flights from Naples Airport to Chicago O'Hare International Airport
- Ave. Duration
- 10h 55m
- When
- Every day
- Estimated price
- $230–850
Flights from Naples Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 15h 30m
- When
- Every day
- Estimated price
- $240–900
Flights from Naples Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 14h 37m
- When
- Every day
- Estimated price
- $420–1,500
Flights from Naples Airport to General Mitchell International Airport via Philadelphia
- Ave. Duration
- 15h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $440–1,600
- Website
- southwest.com
Flights from Naples Airport to Chicago Midway International Airport via Philadelphia
- Ave. Duration
- 14h 35m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $330–1,200
Flights from Naples Airport to Chicago Midway International Airport via Montreal, Cleveland
- Ave. Duration
- 15h 10m
- When
- Monday and Tuesday
- Estimated price
- $330–1,200
- Website
- aircanada.com
Flights from Naples Airport to Chicago O'Hare International Airport via Newark
- Ave. Duration
- 14h 31m
- When
- Every day
- Estimated price
- $240–900
Flights from Naples Airport to Chicago O'Hare International Airport via Montreal
- Ave. Duration
- 15h 27m
- When
- Monday, Tuesday, Thursday, and Saturday
- Estimated price
- $230–850
- Website
- lufthansa.com
Flights from Naples Airport to General Mitchell International Airport via Newark
- Ave. Duration
- 15h 21m
- When
- Every day
- Estimated price
- $430–1,600
Flights from Naples Airport to General Mitchell International Airport via Munich, Chicago O'Hare International Airport
- Ave. Duration
- 15h 13m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $430–1,600
- Website
- aerlingus.com
Flights from Naples Airport to Chicago O'Hare International Airport via Dublin
- Ave. Duration
- 13h 40m
- When
- Every day
- Estimated price
- $260–1,200
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
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