Chicago to Honolulu flights
The cheapest round trip we found from Chicago to Honolulu is $497 (Jan 19 – 26, 2027, 1 stop), 18% below the usual $609.
CHI to HNL · Round trip · Economy · Prices per person in USD · Price found (3 days ago)
Cheapest found
Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| November 2026 | $584 |
| December 2026 | $652 |
| January 2027 | $497 (cheapest month) |
| February 2027 | $593 |
| March 2027 | $649 |
| April 2027 | No fares found yet |
| May 2027 | $625 |
Cheapest dates in the next 4 months
Round trip, per person-
Jan 19 – 26, 2027 7 nights · leave Tue$497 −18% vs usual$497 −18% vs usual Book
Alaska Airlines 1 stop · 11h 03m -
Jan 11 – 21, 2027 10 nights · leave Mon$529 −13% vs usual$529 −13% vs usual Book
Alaska Airlines 1 stop · 10h 58m
-
Jan 18 – 28, 2027 10 nights · leave Mon$529 −13% vs usual$529 −13% vs usual Book
Alaska Airlines 1 stop · 11h 04m
-
Jan 4 – 10, 2027 6 nights · leave Mon$632$632 Book
Alaska Airlines 1 stop · 11h 04m
-
Dec 1 – 8 7 nights · leave Tue$652 +7% vs usual$652 +7% vs usual Book
American Airlines 1 stop · 11h 02m -
Nov 15 – 22 7 nights · leave Sun$687 +13% vs usual$687 +13% vs usual Book
Alaska Airlines 1 stop · 11h 09m
-
Nov 29 – Dec 15 16 nights · leave Sun$764 +25% vs usual$764 +25% vs usual Book
American Airlines 1 stop · 11h 02m
-
Dec 24 – 31 7 nights · leave Thu$880 +44% vs usual$880 +44% vs usual Book
United Airlines 2 stops · 10h 34m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
Things to do in Honolulu
One Go City pass for Pearl Harbor history tour, Diamond Head hike, Kualoa Secret Island Beach and more
- All-Inclusive Pass Unlimited Visit as many attractions as you like for 2–7 days from $219 See pass
- Explorer Pass Pick 3–7 of 40 attractions from $169 See pass
- Essentials Pass A few top attractions, chosen as you go from $119 See pass
Go City prices checked Oct 23, 2026; the final price is on Go City. Partner links: we may earn a commission if you book, at no extra cost to you.
Plan the rest of your trip
Honolulu · Jan 19 – 26, 2027Partner links: we may earn a commission if you book, at no extra cost to you.
Good to know
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Chicago to Honolulu: questions
How much does a flight from Chicago to Honolulu cost?
The cheapest round trip we have found right now is $497, leaving January 19 and returning January 26. The usual price on this route is about $609, so this fare is 18% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from Chicago to Honolulu?
January 2027, with round trips from $497. The most expensive month in our data is December (from $652). Based on the 6 months ahead we have prices for.
Which airports do Chicago to Honolulu flights use?
Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). Honolulu airports include Honolulu International (HNL). The prices on this page cover every airport in both cities (CHI and HNL are the city codes).
About this route
We track round-trip economy fares from Chicago (United States) to Honolulu (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $497, departing January 19 and returning January 26, about 18% below the usual $609. Right now we're following 8 upcoming date combinations on this route. The cheapest month to fly in our data is January, from $497. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.