Cheap Flights from Chicago (CHIA) to Hilo (ITO)

Compare Chicago to Hilo flight deals

Find the cheapest month or even day of the year to fly to Hilo

Book the best Hilo fare with no extra fees

Flight deals from Chicago to Hilo

Looking for a cheap last-minute deal or the best return flight from Chicago to Hilo Airport? If you want to travel next month, return fares start from £727. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Hilo

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Hilo flights are currently cheapest in October.

Chicago to Hilo: Alternative routes

Compare routes from Chicago to Hilo below. You may find an airport to fly into that's cheaper, faster, or easier than Hilo.

Chicago to Hilo: Flight information

The things to know before you go.
Cheapest flight found£253
Cheapest month to flyOctober

Finding cheap flights from Chicago to Hilo: Frequently asked questions

The best price we found for a return flight from Chicago to Hilo is £395. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Hilo. But we found flights with one stop from £395.
As of June 2026, there are no flights flying from Chicago to Hilo.
The cheapest month to fly from Chicago to Hilo is usually September.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Hilo Airport on Monday, 21 September 2026.
No airlines currently offer direct flights between Chicago and Hilo Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Hilo but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Hilo is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Hilo is Southwest Airlines .

Travelling from Chicago to Hilo International Airport (ITO): What you need to know

  • Hilo is four hours behind Chicago. Hilo International Airport is located in Hilo, which runs on the UTC-10 timezone.

  • To ensure you catch your flight from Chicago to ITO, leave enough time for things like check-in and baggage drop. Turning up two hours before international departures and an hour before domestic flights is the general travel rule.

  • If you're going away during a popular month like July, head to the airport even earlier. It's wise to arrive up to four hours before international flights and two hours ahead of a domestic departure. Expect lines to be longer during peak periods like Christmas, New Year and spring break.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Located around 27 kms (17 miles) from central Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey by public transport will take roughly 45 minutes.

  • Searching for a convenient hotel close to Chicago O'Hare International Airport? If you've booked an early flight from Chicago to Hilo International Airport, these stays will put you just around the corner from the terminal:

  • When it comes to Chicago O'Hare International Airport's on-time performance, 70% of flights meet their scheduled arrival time.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can get to MDW from central Chicago in about 25 minutes by car, depending on traffic. The ride on public transport takes roughly 30 minutes to travel the 16 kms (10 miles) or so.

  • Get a head start on your holiday with an additional night away from home. Before your Chicago to ITO flight, unwind in one of these hotels close to Chicago Midway International Airport:

  • 76% of flights out of Chicago Midway International Airport arrive according to schedule.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 145 kms (90 miles) away. It takes roughly 1 hour 40 minutes to reach the airport by car and 2 hours or so if you're on public transport.

  • Skip the rush on your departure day — stay near Chicago Rockford International Airport and know you'll get to your gate with time to spare. Get comfy at one of these hotels the day before if you're catching an early Chicago to Hilo International Airport flight:

  • The on-time performance rating of RFD is 71%. In simpler terms, that's how often flights departing this airport arrive within the expected time frame.

  • The street address of Chicago Rockford International Airport is 2 Airport Cir.

About Hilo International Airport (ITO)

Getting from Hilo International Airport (ITO) to central Hilo

  • Central Hilo is around 6 kms (4 miles) from Hilo International Airport and takes about 15 minutes to reach by car. See what your options are for getting into town, whether that's with a car hire, taxi or ride-share.

  • Travelling on public transport takes roughly 25 minutes.

How to find the cheapest flights from Chicago to Hilo International Airport (ITO)

  • £253 is currently the best price for a one-way ticket from Chicago to Hilo International Airport. A return flight starts from £395. These fares can change based on availability and demand.

  • Booking early is often the key to scoring a cheap flight from Chicago to ITO. Fares tend to rise as demand increases, so the closer you get to departure, the more it could cost you.

  • If you're flexible with your travel plans, use the 'Whole month' search tool. It'll give you the cheapest price in each month when searching for your Chicago to Hilo International Airport ticket.

  • There's no need to check back in every day to find out if prices have dropped when you set up a Price Alert. We'll notify you when there's a better deal on plane tickets from Chicago to ITO.

  • Tailor your trip using filters. Select your ideal arrival and departure times, total journey duration and airlines. You can also sort the results by 'Best,' 'Cheapest' or 'Fastest' flights from Chicago to Hilo International Airport.

The best time to fly from Chicago to Hilo International Airport (ITO)

  • It's time to decide when to book your flight from Chicago to Hilo International Airport (ITO). May is when most people visit Hilo. If a slower pace sounds more appealing, go in December.

  • Before locking in your Chicago to ITO plane ticket, consider the kind of weather you prefer. October is the warmest month in Hilo, with temperatures ranging from 19ºC to 26ºC.

  • Search for cheap tickets from Chicago to Hilo International Airport in March if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between 16ºC and 23ºC.

More about Hilo

Explore more of the United States

  • Kahului is just one of the many cities in the United States waiting to be discovered once you've seen the sights of Hilo. Around 193 kms (120 miles) away to the northwest, its top attractions include Palaau State Park, Maui Nui Botanical Gardens and Kanaha Pond State Wildlife Sanctuary.

  • If you're looking to explore another major stop in the United States, head for Kīhei, about 193 kms (120 miles) northwest of Hilo. Kihei Regional Park, Maalaea Beach and Lipoa Street Beach are among the biggest draws.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.