There are 5 ways to get from Hilo to Chicago by 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.
Fly Hilo International Airport to Chicago O'Hare International Airport
best- Fly from Hilo International Airport (ITO) to Chicago O'Hare International Airport (ORD)plane ITO - ORD
12h 9m$299–1,123Bus to Kona International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Wainaku St @ Ohai St to Ellison Onizuka Kona International Airportbus
- Fly from Kona International Airport (KOA) to Chicago O'Hare International Airport (ORD)plane KOA - ORD
12h 17mFly Hilo International Airport to Chicago Midway International Airport
- Fly from Hilo International Airport (ITO) to Chicago Midway International Airport (MDW)plane ITO - MDW
11h 58m$378–1,420Bus to Kona International Airport, fly to Chicago Midway International Airport
- Take the bus from Wainaku St @ Ohai St to Ellison Onizuka Kona International Airportbus
- Fly from Kona International Airport (KOA) to Chicago Midway International Airport (MDW)plane KOA - MDW
14h 21mFly Hilo International Airport to General Mitchell International Airport, train
- Fly from Hilo International Airport (ITO) to General Mitchell International Airport (MKE)plane ITO - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
15h 52m$566–2,112
Hilo International Airport (ITO) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Hilo to Chicago is to fly which costs $290 - $1,200 and takes 12h 9m.
The fastest way to get from Hilo to Chicago is to fly which takes 11h 58m and costs $370 - $1,500.
The distance between Hilo and Chicago is 4204 miles.
It takes approximately 12h 9m to get from Hilo to Chicago, including transfers.
Chicago is 5h ahead of Hilo. It is currently 11:58 PM in Hilo and 4:58 AM in Chicago.
There are 1280+ hotels available in Chicago.
What companies run services between Hilo, HI, USA and Chicago, IL, USA?
Alaska Airlines, Inc., American Airlines, and two other airlines fly from Hilo International Airport (ITO) to Chicago O'Hare International Airport (ORD) 5 times a day.
- Website
- southwest.com
Flights from Hilo International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 10h
- When
- Friday
- Estimated price
- $370–1,500
Flights from Hilo International Airport to Chicago Midway International Airport via Las Vegas, Kansas City
- Ave. Duration
- 13h 15m
- When
- Friday
- Estimated price
- $370–1,500
Flights from Hilo International Airport to Chicago Midway International Airport via Las Vegas, Omaha
- Ave. Duration
- 13h 30m
- When
- Thursday and Friday
- Estimated price
- $370–1,500
Flights from Kona International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 10h 10m
- When
- Friday
- Estimated price
- $180–700
Flights from Kona International Airport to Chicago Midway International Airport via Sacramento
- Ave. Duration
- 12h 55m
- When
- Every day
- Estimated price
- $180–700
Flights from Kona International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 10h 30m
- When
- Saturday
- Estimated price
- $180–700
Flights from Kona International Airport to Chicago Midway International Airport via Salt Lake City
- Ave. Duration
- 10h 45m
- When
- Friday
- Estimated price
- $180–700
Flights from Kona International Airport to Chicago Midway International Airport via San Jose
- Ave. Duration
- 11h 9m
- When
- Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $190–600
Flights from Kona International Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 11h 44m
- When
- Wednesday, Thursday, and Sunday
- Estimated price
- $180–700
Flights from Hilo International Airport to General Mitchell International Airport via Las Vegas
- Ave. Duration
- 11h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $500–2,100
Flights from Hilo International Airport to General Mitchell International Airport via Las Vegas, Kansas City
- Ave. Duration
- 14h 5m
- When
- Monday and Thursday
- Estimated price
- $550–2,100
Flights from Hilo International Airport to General Mitchell International Airport via Las Vegas, Chicago Midway International Airport
- Ave. Duration
- 18h 10m
- When
- Friday
- Estimated price
- $550–2,100
Rome2Rio's guide to Amtrak
Contact DetailsContact 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
- $20–50
- Website
- Amtrak
- Website
- Hele On Bus
Bus from Wainaku St @ Ohai St to Ellison Onizuka Kona International Airport
- Ave. Duration
- 2h 30m
- Frequency
- 6 times a week
- Schedules at
- Hele On Bus
Bus from Wainaku St @ Ohai St to Ellison Onizuka Kona International Airport
- Ave. Duration
- 2h 30m
- Frequency
- 6 times a week
- Schedules at
- Hele On Bus
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide




