Purchase a $600 Flight and Get a Free Bose Headset! Another Great Deal Booking a Flight (or Travel Package) with Upside!

The travel booking site Upside is back at it with another great deal! For flights (or really any travel package) booked through November 30, 2017, if you spend $600 or more on a business trip, you’ll receive a free Bose headset – the Bose SoundLink Around-Ear Wireless Headphones II.

This is a pretty awesome promotion worth about $229. That is the lowest price I found at a bunch of retailers! And from the reviews, they seem like great headphones (I do not personally have them so cannot speak from personal experience).

This offer is for first timers, so if you’ve taken advantage of a new member promo with Upside in the past, you unfortunately are not eligible for the offer. Remember though, your flight or travel package must be $600 or more. If the flight you are looking to purchase is slightly LESS then $600, you can purchase a package deal and add on Uber credits to get to the $600 minimum. You can also do hotel (or a hotel package), but I found the hotel selections to be limiting and over priced. The best deal is probably the flight + uber option, or just a flight if it is expensive to begin with. To take advantage of this deal, you MUST sign up for an account at Upside and book through a persons referral link. For the Bose headphones on a $600+ package, you can use this link and code BOSEDEALSWELIKE.

Prefer a Gift Card Instead?

There is another promotion where if you spend $600+on a flight (or package), you can get a $100 gift card (this is instead of the Bose headset for $600+ purchase). While the Bose headphone is a much higher value, if you have absolutely no use for them and prefer a gift card instead, you can opt for this promotion. While not nearly as good of a deal compared to the offer back in August, it is still a nice savings! You can redeem your git cards for many merchants (i.e., Amazon, Target, Home Depot, Whole Foods, Nordstrom, Gap, etc.) and I consider Amazon gift cards the same as cash since I shop there quite often!  To take advantage of this deal, you MUST sign up for an account at Upside and book through a persons referral link. For the $100 gift card on a $600+ package, you can use this link and code DEALSWELIKE.

Two Different Promotion Links:

• Bose SoundLink Around-Ear Wireless Headphones II. Use promo code BOSEDEALSWELIKE and this link and book a $600+ flight or travel package.
• $100 gift card. Use promo code DEALSWELIKE and this link and book a $600+ flight or travel package.

My Experience Booking with Upside

I personally took advantage of a deal back in August. This was for a flight I needed to book from Boston to Chicago in November and the flight was pricing out at $433 so this was the perfect opportunity to save some money. At the time the offer was a $250 gift card on a $400+ purchase. While I paid $433 upfront, after I take my flight in November I will receive the gift card. You’ll receive both the gift card offer and the Bose headphone offer 72 hours AFTER you complete your flight. So while I have not actually been able to redeem my gift card yet, it does show pending in my account!

Booking through Upside was extremely easy. The interface is very user friendly and makes the booking process seamless. From what I saw, flights are also the exact same price as if you were to book them directly through the airline, so you might as well get a kick back! I did, however, find a few issues that might cause this site to not work for you:

• You cannot book a flight on Southwest.
• For many city pairs, a flight on Delta will not display.
• You cannot book one way flights.
• You cannot book two different airlines for your departure and return. If you want to take a JetBlue fight to your destination and a United flight home, for example, that will not work. This is a huge con as many times it is cheaper to book two different airlines depending on how they are pricing out.
• If you are looking to book a package deal with Uber, you can only purchase the Uber certificates in the following increments: $50, $100, $200, and $300. Not only that, they come in $25 credits so if your Uber only ends up costing $7, for example, it will use the entire credit, you will not receive the difference to use on another ride.

After booking with Upside, I received an email from them letting me know exactly what seat they reserved for me and asking for my Known Traveler Number. I could have entered it during the booking process, but I didn’t have it with me. They told me they’d work on getting me a different seat if I prefer window, aisle, middle, back of the plane, front of the plane, etc. I can also go directly on the JetBlue site (the airline I booked with) and select my seat myself if I prefer. While I absolutely am able to handle getting all the information into my reservation myself, I do like the personal touch and I know there are many business travelers out there that like someone else doing the leg work for them.

Overall, this is a great opportunity to save some money on a flight you are looking to book!

Disclosure: These are my personal referral links where I will receive a gift card for readers who book a flight or travel package through my link. For readers who already have an Upside account, feel free to leave your personal link in the comments section as well and let readers know whether it is for the Bose headphones or $100 gift card.