There are 5 ways to get from Kailua-Kona 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 Kona International Airport to Chicago O'Hare International Airport
best- Fly from Kona International Airport (KOA) to Chicago O'Hare International Airport (ORD)plane KOA - ORD
10h 37m$131–468Fly Kona International Airport to Chicago Midway International Airport
- Fly from Kona International Airport (KOA) to Chicago Midway International Airport (MDW)plane KOA - MDW
12h 45m$188–590Bus to Hilo International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Loloku St @ Nearside Ma'a Way to Mo'oheau Bus Terminalbus
- Fly from Hilo International Airport (ITO) to Chicago O'Hare International Airport (ORD)plane ITO - ORD
16h 10mBus to Hilo International Airport, fly to Chicago Midway International Airport
- Take the bus from Loloku St @ Nearside Ma'a Way to Mo'oheau Bus Terminalbus
- Fly from Hilo International Airport (ITO) to Chicago Midway International Airport (MDW)plane ITO - MDW
16h 23mFly Kona International Airport to General Mitchell International Airport, train
- Fly from Kona International Airport (KOA) to General Mitchell International Airport (MKE)plane KOA - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
15h 20m$291–845
Kona International Airport (KOA) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Kailua-Kona to Chicago is to fly which costs $130 - $470 and takes 10h 37m.
The fastest way to get from Kailua-Kona to Chicago is to fly which takes 10h 37m and costs $130 - $470.
The distance between Kailua-Kona and Chicago is 4271 miles.
It takes approximately 10h 37m to get from Kailua-Kona to Chicago, including transfers.
Chicago is 4h ahead of Kailua-Kona. It is currently 8:35 AM in Kailua-Kona and 12:35 PM in Chicago.
There are 114+ hotels available in Chicago.
What companies run services between Kailua-Kona, Hawaii County, HI, USA and Chicago, IL, USA?
United Airlines, American Airlines, and Delta fly from Kona International Airport (KOA) to Chicago O'Hare International Airport (ORD) 4 times a day.
- Website
- southwest.com
Flights from Kona International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 10h 20m
- When
- Wednesday to Sunday
- Estimated price
- $170–650
Flights from Kona International Airport to Chicago Midway International Airport via Sacramento
- Ave. Duration
- 13h 54m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $170–650
Flights from Kona International Airport to Chicago Midway International Airport via San Diego
- Ave. Duration
- 18h
- When
- Saturday
- Estimated price
- $180–650
Flights from Kona International Airport to Chicago Midway International Airport via Phoenix
- Ave. Duration
- 10h 14m
- When
- Monday and Tuesday
- Estimated price
- $180–650
Flights from Kona International Airport to Chicago Midway International Airport via Salt Lake City
- Ave. Duration
- 11h 10m
- When
- Wednesday and Thursday
- Estimated price
- $170–650
Flights from Kona International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 11h 35m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $170–650
Flights from Hilo International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 10h 25m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $290–1,100
Flights from Hilo International Airport to Chicago Midway International Airport via Las Vegas, Kansas City
- Ave. Duration
- 13h 10m
- When
- Friday
- Estimated price
- $290–1,100
Flights from Hilo International Airport to Chicago Midway International Airport via Las Vegas, Omaha
- Ave. Duration
- 15h 55m
- When
- Monday
- Estimated price
- $290–1,100
Flights from Kona International Airport to General Mitchell International Airport via Las Vegas
- Ave. Duration
- 11h 30m
- When
- Every day
- Estimated price
- $230–850
Flights from Kona International Airport to General Mitchell International Airport via Phoenix
- Ave. Duration
- 11h 14m
- When
- Monday and Tuesday
- Estimated price
- $230–850
- Website
- united.com
Flights from Kona International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 8h
- When
- Saturday
- Estimated price
- $120–470
Flights from Kona International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 10h 54m
- When
- Every day
- Estimated price
- $120–470
Flights from Hilo International Airport to Chicago O'Hare International Airport via Honolulu
- Ave. Duration
- 11h 15m
- When
- Every day
- Estimated price
- $220–850
Flights from Hilo International Airport to Chicago O'Hare International Airport via Kahului
- Ave. Duration
- 16h 31m
- When
- Saturday
- Estimated price
- $220–800
Flights from Hilo International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 10h 21m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $210–800
Flights from Hilo International Airport to Chicago O'Hare International Airport via Honolulu, Denver
- Ave. Duration
- 12h 30m
- When
- Saturday
- Estimated price
- $220–850
Flights from Kona International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 10h 30m
- When
- Saturday
- Estimated price
- $230–850
Flights from Kona International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 13h 9m
- When
- Every day
- Estimated price
- $230–850
- Website
- aa.com
Flights from Kona International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 11h 8m
- When
- Every day
- Estimated price
- $130–490
Flights from Kona International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 11h 19m
- When
- Every day
- Estimated price
- $130–470
Flights from Hilo International Airport to Chicago O'Hare International Airport via Honolulu
- Ave. Duration
- 11h
- When
- Every day
- Estimated price
- $220–850
Flights from Kona International Airport to General Mitchell International Airport via Dallas/Ft.Worth
- Ave. Duration
- 10h 25m
- When
- Friday
- Estimated price
- $240–900
Flights from Kona International Airport to General Mitchell International Airport via Phoenix
- Ave. Duration
- 11h 34m
- When
- Every day
- Estimated price
- $230–850
- Website
- delta.com
Flights from Kona International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 11h 10m
- When
- Monday to Thursday
- Estimated price
- $120–470
- Website
- alaskaair.com
Flights from Kona International Airport to General Mitchell International Airport via Seattle
- Ave. Duration
- 12h 41m
- When
- Every day
- Estimated price
- $240–800
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
- Website
- Hele On Bus
Bus from Loloku St @ Nearside Ma'a Way to Mo'oheau Bus Terminal
- Ave. Duration
- 3h 5m
- Frequency
- 3 times a day
- Schedules at
- Hele On Bus
Bus from Loloku St @ Nearside Ma'a Way to Mo'oheau Bus Terminal
- Ave. Duration
- 3h 5m
- Frequency
- 3 times a day
- 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




