Cheap flights from Chicago to Hawaii from $212
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 Hawaii departing on 8/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
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 Hawaii
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Delta flights from Chicago to Hawaii
Our best Delta deals on Chicago to Hawaii flight tickets
American Airlines flights from Chicago to Hawaii
Our best American Airlines deals on Chicago to Hawaii flight tickets
See travel insights to Hawaii from
How to get the cheapest flight ticket from Chicago to Hawaii
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 Hawaii?
If you don’t want to visit Hawaii in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $628.
What is the cheapest day to depart on your flight to Hawaii?
On average, the least expensive day to fly to Hawaii from Chicago is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $1,091. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago to Hawaii on a Sunday will generally be more expensive and average around $1,151. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Hawaii?
Our data shows that the cheapest Chicago to Hawaii flights are usually those with departure times in the afternoon. Our users have found flights to Hawaii in the afternoon for as low as $631. Flights at noon are often more expensive with an average ticket price of $1,224.
What is the cheapest Chicago to Hawaii flight route?
Fly from Chicago O'Hare Intl to Honolulu for the best Chicago - Hawaii flight prices
How far in advance should I book a flight to Hawaii?
You are more likely to see cheaper flights to Hawaii from Chicago when booking 8 weeks ahead of your departure date. In general, you can expect to find flights to Hawaii for around $795 when searching 8 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hawaii from Chicago for as low as $693 on momondo.
What cabin class options are available on Chicago to Hawaii flights?
There are 4 cabin classes available to choose from on Chicago to Hawaii 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 Hawaii?
American Airlines, Alaska Airlines, and Delta are the most popular carriers operating from Chicago to Hawaii
What airlines fly to Hawaii?
United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Hawaii from Chicago according to our data. United Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Hawaii. Keep in mind that there are 6 different airlines that fly to Hawaii on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Hawaii on average per day?
As of June 2025, there are 2 flights per day flying from Chicago to Hawaii. The most common time of day flights depart is 9:00AM, with 100% of flights taking off at noon.
How many flights depart from Chicago to Hawaii on average per week?
14 flights are operational weekly from Chicago to Hawaii as of June 2025. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.
Cheap Chicago to Hawaii flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Hawaii
When did momondo last update prices for flights from Chicago to Hawaii?
Prices for flights from Chicago to Hawaii were last updated today.
How many operators does momondo search for flights from Chicago to Hawaii?
The number of operators available for flights from Chicago to Hawaii is 6 as of June 2025.
How old do you have to be to fly from Chicago to Hawaii?
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 Hawaii.
What documentation or ID do you need to fly to Hawaii?
The travel and health documents required for your trip to Hawaii can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hawaii. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Hawaii?
Based on momondo bookings for flights between Chicago and Hawaii, the leading plane model is Boeing 787-10 Dreamliner, making up 66.44% of the total bookings. Other popular models include Boeing 787-8 Dreamliner with 31.44%, Airbus A321neo with 0.58%, and Boeing 737-900 with 0.48%.
Best airlines flying from Chicago to Hawaii
Compare and see reviews for airlines that fly from Chicago to Hawaii with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $311 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $349 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $369 | Free Cancellation | Rating 7.8 2,494 reviews | |||
| PriceFrom $417 | Free Cancellation | Rating 8.0 10,000 reviews | |||
| PriceFrom $421 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $424 | Free Cancellation | Rating 8.0 4,287 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Hawaii?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Hawaii for you.
Can I find flights from Chicago to Hawaii with flexible booking policies on momondo?
Yes. All flights to Hawaii from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to Hawaii?
Once all potential Chicago to Hawaii flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Chicago to Hawaii right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Chicago to Hawaii flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.