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Update: One or more card offers in this post are no longer available. Check our Hot Deals for the latest offers.
Fly to Honolulu starting at ~$488 round-trip from Chicago, Cleveland, Denver or Houston! Or from Boston to Las Vegas for ~$163 round-trip!
Update: The Flight Deal also reports you can fly Alaska Airlines between New York and Maui for ~$571 round-trip!
Deals to Hawaii and Las Vegas tend to sell out quickly, so book soon!
How to Book It
Link: ITA Matrix
Link: Google Flights
Here’s how to use Google Flights to find sale dates.
And if you book a ticket with an online travel agency like Orbitz or Expedia, you may be eligible for a refund within a short time of booking your ticket. Check out my post on cancellation policies for airlines and online travel agencies for more details!
Fares to Honolulu
I found fares between Cleveland and Honolulu in October for ~$488 round-trip in coach.
You can fly to Honolulu from:
Tickets are available through early December, and you must depart on Monday through Thursday. American Airlines requires a 7-day advance purchase. Availability is limited, so book soon if you’re interested!
Remember, folks with the Citi Prestige can use Citi ThankYou points to purchase tickets at a rate of 1.6 cents per point on American Airlines. Check the Citi Travel Portal to see if the same fares are available!
And you’ll get the 1st bag checked free for yourself and up to 8 travel companions with the Citi AAdvantage Executive World Elite Mastercard or Barclaycard Aviator Silver card (not available for new sign-ups). You do NOT have to use the card to pay for your ticket!
Note: You can hold a reservation on American Airlines for up to 24 hours and get a full refund if you change your mind.
Boston to Las Vegas
The Flight Deal also reports you can fly from Boston to Las Vegas for ~$163.
I found round-trip coach tickets in October for ~$163!
This deal is available through early December, and availability is limited. There’s also a 21-day advance purchase requirement for these tickets.
Remember, folks who have the Chase United MileagePlus® Explorer Card get 2X United Airlines miles per $1 spent on United Airlines!
Note: You can cancel a United Airlines reservation within 24 hours of booking and get a full refund.
What If You’re Not in 1 of These Cities?
Southwest – If you need more Southwest points, Chase Ultimate Rewards points transfer to Southwest. Plus, if you have the Southwest Companion Pass, a friend can fly with you for (almost) free!
British Airways – If you’re a short flight away from an included city, you can save miles by using British Airways Avios points to book an award flight on American Airlines.
Get Free Hotel Nights With These Cards
If you book a cheap flight, remember there are lots of ways to get cheap or free hotel rooms with points from credit card bonuses and spending!
Remember, you can transfer flexible points like Chase Ultimate Rewards or American Express Membership Rewards to different hotel programs.
Note: Folks who want to book paid stays could check out discount sites like Orbitz, Expedia, or TravelPony for deals. But remember you won’t get stay credits or points (and might not have your elite status recognized).
And if you’re feeling adventurous or prefer a neighborhood feel, Airbnb is a great way to save money on accommodations, especially for longer stays.
Read my tips on how to negotiate a better price on Airbnb!
Folks in Chicago, Cleveland, Denver or Houston can fly to Honolulu on American Airlines from ~$488 round-trip through early December. Availability is limited, and be sure to buy your tickets 7 days in advance!
These are great deals for a quick getaway before the holidays! Let me know if you buy a ticket!