Cheap flights from Chicago to The Big Island from $243
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to The Big Island departing on 2/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Deals available from 900+ travel sites.
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to The Big Island
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Cheap bus & train deals from Chicago to The Big Island
All round-trip flight deals to The Big Island
American Airlines flights from Chicago to The Big Island
Our best American Airlines deals on Chicago to The Big Island flight tickets
United Airlines flights from Chicago to The Big Island
Our best United Airlines deals on Chicago to The Big Island flight tickets
See travel insights to The Big Island from
How to get the cheapest flight ticket from Chicago to The Big Island
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to The Big Island?
The month of April is, on average, the cheapest month to fly to The Big Island from Chicago, with most prices found around $523. If you’re not able to fly to The Big Island in April, then September is your next best option. Flight prices from Chicago to The Big Island during September average around $550.
What is the cheapest day to depart on your flight to The Big Island?
The cheapest day to depart from Chicago to The Big Island is on a Tuesday when prices can be found for as low as $594. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to The Big Island for around $750.
What is the cheapest time of day to depart on your flight to The Big Island?
The cheapest time of day to fly to The Big Island is in the evening when flights can be purchased for as low as $639. Flights to The Big Island are more costly in the afternoon, with an average ticket price of $749. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago to The Big Island flight route?
Fly from Chicago O'Hare Intl to Kona Intl for the best Chicago - The Big Island flight prices
How far in advance should I book a flight to The Big Island?
Most flyers found that booking tickets 42 days in advance of their planned departure date is the best time to get cheap flights to The Big Island. During this timeframe, flight prices are around $706. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to The Big Island from Chicago for as low as $350 on momondo.
What cabin class options are available on Chicago to The Big Island flights?
There are 4 cabin classes available to choose from on Chicago to The Big Island flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to The Big Island?
Alaska Airlines, Hawaiian Airlines, and American Airlines are the most popular carriers operating from Chicago to The Big Island
What airlines fly to The Big Island?
United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to The Big Island from Chicago according to our data. United Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to The Big Island. Keep in mind that there are 4 different airlines that fly to The Big Island on a routine basis, so you have a few additional options to choose from.
Cheap Chicago to The Big Island flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to The Big Island
When did momondo last update prices for flights from Chicago to The Big Island?
Prices for flights from Chicago to The Big Island were last updated today.
How many operators does momondo search for flights from Chicago to The Big Island?
There are 4 operators available for flights from Chicago to The Big Island as of January 2025.
How old do you have to be to fly from Chicago to The Big Island?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to The Big Island.
What documentation or ID do you need to fly to The Big Island?
The travel and health documents you'll need for your trip to The Big Island may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at The Big Island. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to The Big Island?
Based on momondo bookings for flights between Chicago and The Big Island, the leading plane model is Boeing 737-800, making up 16.09% of the total bookings. Other popular models include Airbus A320neo with 11.50%, Airbus A321neo with 10.07%, and Boeing 737-900 with 9.07%.
Best airlines flying from Chicago to The Big Island
Compare and see reviews for airlines that fly from Chicago to The Big Island with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $350 | Free Cancellation | Rating 8.0 8,501 reviews | |||
| PriceFrom $409 | Free Cancellation | Rating 8.0 9,642 reviews | |||
| PriceFrom $410 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $472 | Free Cancellation | Rating 7.4 8,944 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to The Big Island?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to The Big Island. momondo saves you time and could save you money on your trip.
Can I find flights from Chicago to The Big Island with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to The Big Island flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to The Big Island?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to The Big Island from Chicago.
I’m not ready to book a flight from Chicago to The Big Island right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Chicago to The Big Island flights. All you need is a valid email address and we will do the rest; it is that quick and easy.