Upside Business Travel Reviews in June 2026: User Ratings, Pros & Cons

DISCONTINUED

"Not the lowest prices"

What do you like best? Being able to book everything at one time, on one site What do you dislike? Southwest isn't an option for flights and often I've been able to find cheaper prices when going direct to the vendor's site (ex: Hilton, Budget) What problems are you solving with the product? What benefits have you realized? It's nice that they offer you gift cards when booking trips

"Centralized billing + great customer support"

What do you like best? The ability to have Upside reps make itinerary changes when flights are delayed or cancelled without contacting the airline is great. What do you dislike? I would like to see a simpler process to modify existing travel itineraries (e.g. add a hotel, car reservation, etc). It would also be nice to see you expand your reach of partner airlines. What problems are you solving with the product? What benefits have you realized? The ability to have a central location to book ...

"Excellent, on demand customer service "

What do you like best? The 24/7 access to customer service makes booking easy and more importantly makes changing itineraries on the fly very easy. What do you dislike? Not having delta airlines available is troublesome for our employees who are loyal delta flyers Recommendations to others considering the product: Switch and you’ll get insight into your company’s travel spend and receive great customer service in return. What problems are you solving with the product? What benefits have you ...

"Great customer service, great rewards!"

What do you like best? The rewards are fantastic, but their customer service acting quickly to solve problems is even better. I have had a number of times where Upside customer service has quickly solved a problem. They always have a helpful, customer-first attitude and are a lot more personal than any other travel website I have ever experiences. What do you dislike? Sometimes it feels like there can be too many communications from Upside. Another downside is the fact that there are no ...

"Easy Use and Great Benefits"

What do you like best? I do really enjoy the gift card that are given when booking travel but the prices and ease of use are also fantastic! What do you dislike? I don't have any dislikes to be honest, I find no issues when I book travel with Upside. What problems are you solving with the product? What benefits have you realized? The ability to book all travel and lodging through one site.

"We Love these guys!"

What do you like best? We love using Upside. We are a small business and we feel like we get the service only large companies get. 24 hour support and "navigators" (support folks) that really understand our needs What do you dislike? They do not have the ability to book more than one traveler on the same confirmation so non elites folks can use my benefits as an elite. Recommendations to others considering the product: Use It, These guys are great!! What problems are you solving with the ...

"Excellent Customer Service!"

What do you like best? If I have any issues with rebooking or cancelled flights, Upside is there to assist! What do you dislike? Not having as many direct flights available when booking. What problems are you solving with the product? What benefits have you realized? Ease of use and it's like having a personal assistant for travel needs.

"Professional, timely, and proactive!"

What do you like best? The setup process was seamless and is very easy to add users to our account. We are a small but growing team and appreciate the support and service thus far. What do you dislike? No issues or complaints to date. I am a happy camper. What problems are you solving with the product? What benefits have you realized? We are a small but growing company. I don't feel like we were were oversold on features we may never use given our current size. Upside provides me with a ...

"Great for teams."

What do you like best? Ability to plan and schedule travel for small groups with individual reward points. What do you dislike? Site has a tendency to go down unexpectedly causing unsaved data to be lost. Happened to me a couple of times. What problems are you solving with the product? What benefits have you realized? Makes scheduling and planning trips much easier. Gone are the days of reimbursement and waiting to get receipts for reimbursement. I can manage it all here.

"Great team and attentiveness"

What do you like best? The chat feature, which allows very rapid responses and to make changes to itinerary with limited effort. Team has always been helpful and friendly. Good rewards as well above the gift cards for usage of particular airlines. What do you dislike? Some travel programs allow for more flexible bookings (i.e., changes to airfare even beyond the 24 hour grace period with no fee, same day changes). A few airlines aren't on Upside What problems are you solving with the ...