Cheap flights from Chicago to The Big Island from $233
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 9/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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 September is, on average, the cheapest month to fly to The Big Island from Chicago, with most prices found around $539. If you’re not able to fly to The Big Island in September, then April is your next best option. Flight prices from Chicago to The Big Island during April average around $606.
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 $1,190.
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 morning, with an average ticket price of $1,190. Departure times in the morning 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?
You are more likely to see cheaper flights to The Big Island from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to The Big Island for around $696 when searching weeks out. 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 $544 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?
Hawaiian Airlines, Southwest, and Alaska Airlines are the most popular carriers operating from Chicago to The Big Island
What airlines fly to The Big Island?
American Airlines, United Airlines and Alaska Airlines are the top three most popular airlines that fly to The Big Island from Chicago according to our data. American Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to The Big Island. Keep in mind that there are 6 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 6 operators available for flights from Chicago to The Big Island as of July 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 16.60% of the total bookings. Other popular models include Airbus A321neo with 9.56%, Boeing 737-900 with 8.11%, and Airbus A320neo with 6.24%.
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 $364 | Free Cancellation | Rating 8.0 7,983 reviews | |||
| PriceFrom $414 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $416 | Free Cancellation | Rating 8.0 10,000 reviews | |||
| PriceFrom $507 | Free Cancellation | Rating 7.4 8,861 reviews | |||
| PriceFrom $535 | Free Cancellation | Rating 7.8 2,540 reviews | |||
| PriceFrom $547 | Free Cancellation | Rating 8.0 4,272 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.