Cheap flights from Chicago to Honolulu from $279

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Cheap Chicago - Honolulu flight offers

Find cheap flight tickets and last-minute flight deals from Chicago to Honolulu

Alaska Airlines
Tue, 09/15 (CHI) Chicago -> (HNL) Honolulu
Alaska Airlines
Sat, 09/19 (HNL) Honolulu -> (CHI) Chicago

Price found 13 days ago
from $220
Alaska Airlines
Thu, 06/25 (CHI) Chicago -> (HNL) Honolulu
Direct
Alaska Airlines
Mon, 06/29 (HNL) Honolulu -> (CHI) Chicago
Direct

Price found 15 days ago
from $279
Alaska Airlines
Thu, 12/03 (CHI) Chicago -> (HNL) Honolulu
Direct
Alaska Airlines
Sun, 12/06 (HNL) Honolulu -> (CHI) Chicago
Direct

Price found 5 days ago
from $293
Southwest Airlines
Wed, 07/01 (CHI) Chicago -> (HNL) Honolulu
Southwest Airlines
Wed, 07/08 (HNL) Honolulu -> (CHI) Chicago

Price found 9 days ago
from $620
Alaska Airlines
Sun, 03/07 (CHI) Chicago -> (HNL) Honolulu
Direct
Alaska Airlines
Sat, 03/13 (HNL) Honolulu -> (CHI) Chicago
Direct

Price found 5 days ago
from $700
Alaska Airlines
Thu, 06/25 (CHI) Chicago -> (HNL) Honolulu
Direct
Alaska Airlines
Mon, 06/29 (HNL) Honolulu -> (CHI) Chicago
Direct

Price found 15 days ago
from $279
Alaska Airlines
Thu, 12/03 (CHI) Chicago -> (HNL) Honolulu
Direct
Alaska Airlines
Sun, 12/06 (HNL) Honolulu -> (CHI) Chicago
Direct

Price found 5 days ago
from $293
Alaska Airlines
Sun, 03/07 (CHI) Chicago -> (HNL) Honolulu
Direct
Alaska Airlines
Sat, 03/13 (HNL) Honolulu -> (CHI) Chicago
Direct

Price found 5 days ago
from $700

Info about flights from Chicago to Honolulu

Some useful info about flights from Chicago to Honolulu to help you plan your next trip

Best price last 15 days $279
Average flight duration 9h 6m
Cheapest month September
Average number of flights per week 8
First flight time 04:25
Last flight time 22:40
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Top airlines on the route Chicago - Honolulu

Airlines providing flights to Honolulu from Chicago

How to estimate the price of a flight from Chicago to Honolulu?

It depends. Prices for flights from Chicago to Honolulu fluctuate based on several factors.

$279 is the best price recorded in the last 15 days.

Checking fares across several nearby dates can help you see which days offer the best deals. Jetcost lets you track price changes and grab the best opportunities.

Flying between Chicago and Honolulu? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

  • Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
  • Airports in Honolulu: The only active option is Honolulu.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all Chicago airports in a single search.

Flights from Chicago to Honolulu

Refine your flight search from Chicago to Honolulu

With Jetcost, it’s easy to narrow down results to find flights that match your schedule and preferences. You can filter by airline, price, trip type, and more — including offers from Expedia, eDreams, and top carriers.

Other popular destinations

Also looking at United States? These cities are trending: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Online agencies can show different offers for the same flight — it’s worth comparing. Filters let you narrow things down further, like selecting a specific time slot to find flights that suit you best.

Frequently Asked Questions

Frequently asked questions about flights from Chicago to Honolulu.

How much does an airline ticket from Chicago to Honolulu cost?

The lowest price recorded in the last 15 days for a flight from Chicago to Honolulu is $279.

How far is Chicago from Honolulu?

Chicago is about 4249 mi from Honolulu.

What are the airports in Honolulu?

Honolulu has one airport: Honolulu.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Las Vegas, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Chicago to Honolulu?

The best time to book a flight from Chicago to Honolulu is 1 month in advance, while the worst time is 47 weeks in advance.

What is the cheapest month to fly from Chicago to Honolulu?

The cheapest month to fly from Chicago to Honolulu is September.

What is the most expensive month to fly from Chicago to Honolulu?

The most expensive month to fly from Chicago to Honolulu is March.

What is the best day of the week to fly from Chicago to Honolulu?

For flights from Chicago to Honolulu Monday is on average the cheapest day to fly, while Monday is the most expensive day to fly.