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Updated July 2026 · real, multi-region App Store reviews
Head-to-head

TripIt vs CheapOair

TripIt 4.8★ · Free + IAP 80
Winner TripIt
CheapOair 4.8★ · Free to download 45

TripIt is the better choice for organizing existing travel plans, offering robust itinerary management, while CheapOair is primarily for booking flights and struggles with consistent pricing and reliable customer service.

Full reviews: TripIt · CheapOair

TripIt excels at consolidating and organizing all travel reservations into a single itinerary, with many users praising its ease of use and long-term reliability for managing trips. CheapOair, on the other hand, is a booking platform that receives mixed reviews, with some users finding good deals but many reporting issues with hidden fees, unreliable customer service, and last-minute cancellations.

Head to head

Features and Itinerary Management edge: TripItR1R2R3R5
TripIt TripIt is highly praised for its ability to organize all travel details, including flights, hotels, and activities, into one place, often automatically importing reservations from emails R2R5R8R11. Users appreciate not having to hunt for reservation numbers or print receipts R8R11. However, some recent reviews indicate issues with email integration, manual updates, and specific features like seat maps or emoji support R1R3.
CheapOair CheapOair's primary feature is booking flights, and some users find it effective for this purpose, occasionally securing good prices R62R63R81. However, it lacks comprehensive itinerary management features beyond the initial booking. Users report problems with the app not loading research or flight details , and issues with early check-in not working .
Ease of Use edge: TripItR3R5R8R11
TripIt Many long-term users find TripIt easy to use for organizing travel, praising its intuitive interface and the convenience of email forwarding R5R8R11R50. However, recent reviews highlight significant frustrations with account creation, sign-in issues, and glitches when trying to update or modify trip details R3. Some also find the manual entry clunky .
CheapOair CheapOair is described as easy and quick to use for booking flights by some . However, others report issues with the app not loading or displaying flight details correctly, making it difficult to use . The booking process itself can be frustrating, with prices changing at the last minute and a high number of pop-ups .
Reliability and Performance edge: TripItR1R3R7R11
TripIt TripIt has a long history of being a reliable app for many users, consistently organizing trips for over a decade R11R50. However, recent reviews show a significant decline in reliability, with reports of buggy behavior, email integration failing, constant crashing, and features not working R1R3R7R12. Some users also experience issues with VPN blocking their access R37R43R53.
CheapOair CheapOair's reliability is a major concern for many users. Common complaints include flights being canceled without notice , booking errors , and issues with flight details not appearing in the app R88. Some users also report that the app itself is buggy and crashes .
Price and Value edge: TripItR4R7R16R26
TripIt TripIt offers a free version that many users find valuable for basic organization R26. The Pro version, costing around $50, is appreciated by some for enhanced features like saving confirmations and more details R26. However, some Pro users feel the value has diminished, especially with issues like buggy features, constant survey pop-ups, and Pro features not working well outside the US R4R7R16R27.
CheapOair CheapOair is marketed for its low prices, and some users do find good deals R63R81R91. However, many reviews indicate that the initial low prices are misleading, with hidden fees for baggage, seat selection, and other services R62R70R80R88. Users also report being charged cancellation fees even within 24 hours and not receiving full refunds for canceled flights .
Customer Support tieR13R34R36R53
TripIt TripIt's customer support receives negative feedback, with users reporting unhelpful responses, lack of follow-up, and difficulty getting issues resolved R13R34R36R53. There are also complaints about the inability to easily cancel subscriptions within the app .
CheapOair CheapOair's customer service is a frequent point of contention. While some users praise specific agents for being professional and helpful , a significant number report negative experiences, including agents lying about prices or baggage fees R70, being forced to buy travel protection , and difficulty getting refunds or resolving booking issues . Communication about flight changes is also cited as poor .
Pick TripIt if

You need a dedicated app to consolidate and organize all your travel reservations, regardless of where they were booked, and value a single, easy-to-access itinerary R8R11R50. You are a frequent traveler who wants a historical record of past trips and a reliable way to share itineraries with others R26.

Pick CheapOair if

You are primarily looking for a platform to search and book flights, and are willing to meticulously check for hidden fees and potential booking issues to find a potentially lower initial price R63R81R91.

Evidence note: Recent reviews for TripIt show a decline in reliability and increased bugginess, which contrasts with its strong lifetime rating and many positive long-term user reviews. CheapOair's reviews are heavily skewed towards negative experiences, particularly regarding hidden fees, cancellations, and customer service, despite its high lifetime rating.

Frequently asked

Is TripIt good for organizing all travel details?
Yes, TripIt is highly regarded by many users for its ability to consolidate and organize all travel details, including flights, hotels, and activities, into one easy-to-access itinerary R2R8R11R50.
Does CheapOair offer good flight deals?
CheapOair sometimes offers good flight deals, with users reporting finding tickets for $560 compared to $800 on other sites R63, and some consistently finding the best prices R81R91R101.
Are there issues with TripIt's email integration?
Yes, some recent TripIt users have reported issues with email integration, including the app consistently losing email sync, rejecting forwarded booking emails, and not importing all documents as expected R1R10R12R27.
Does CheapOair have hidden fees?
Yes, many CheapOair users report issues with misleading pricing and hidden fees, particularly for baggage, seat selection, and other services that are not clearly communicated during the initial booking process R62R70R80R88.
Can I use TripIt with a VPN?
Some TripIt Pro users have reported that the app blocks access when a VPN is on, locking them out of their account for extended periods, which can be a major inconvenience when traveling R37R43R53.

What reviewers actually said

Built only from these 120 real reviews (foreign ones translated). Superscripts jump to the quote here. Apple has no per-review links, so [ref] opens that app's reviews on the App Store.

  1. [R1] TripIt 2/5 · US Buggy: Consistently loosing email integration. Tells me to reestablish email sync. I see nothing in settings that allows me to do this.
  2. [R2] TripIt 5/5 · US Organization works great: Love how this helps me find every reservation! Use for camping around the USA and Canada. Wish all reservations systems worked the same but can keep it all organized perfectly.
  3. [R3] TripIt 3/5 · US Just keeps getting worse: Every trip I plan over the past few years finds new ways for this app to get glitchier. This time I have multiple confirmation numbers for multiple legs of my trip, but getting these numbers to stick to the correct flights is impossible - any changes affect multiple or all flight information. The app won’t let me upload a screenshot of the correct numbers. And there is
  4. [R5] TripIt 5/5 · US Best travel app: Highly recommend- keep tract of all your trips. Easy to use.
  5. [R8] TripIt 5/5 · US Can’t live without it!: I have been using (and LOVING) TripIt for years. I truly don’t know how anyone travels without it. The ease of being able to pull up ALL my reservation numbers with 2 clicks (no more hunting through email!) is a godsend. I don’t know what I would do without this app!
  6. [R11] TripIt 5/5 · US 10+ year TripIt user: Our family has been using TripIt for more than 10 years. Every trip no matter how big or small gets put into the app. We never have to look for an email or print out a receipt. Every detail is included in TripIt. The email forwarding works very well; no copy and paste, no re entering info. Best travel app we use.
  7. [R7] TripIt 2/5 · US Bring back TripIt Pro: I’ve been a user of TripIt for more than 10 years and a subscriber to the Pro version for the past 3 yrs. Since major upgrades to incorporate AI into the app it simple stops working and has become very manual intensive. Would not recommend the application at this time. Give it about 6 months (Dec 26). If the application is still in use then maybe worth considering.
  8. [R4] TripIt 1/5 · US Stop survey pop ups: I’m a paid app user. As a developer you realize I like the app more than $50 in my pocket. If you’re gonna interrupt my CX, I will stop to share my thoughts in 1 star reviews.
  9. [R16] TripIt 1/5 · US Incessantly nags for ratings/reviews: This app would be great if it stopped nagging users for reviews and upgrades.
  10. [R26] TripIt 5/5 · US Great app for organizing travel: So glad to have this app. You can at a glance share the itinerary and share with your loved ones. Was using free version for a while but have switched to the paid version which allows you to save all of the confirmations and more details provided by hotels and tour companies so you don’t have to search through emails or printouts.
  11. [R13] TripIt 1/5 · US No customer service: I signed up for TripIt to track my itinerary for a trip. When I sent things that had to be manually uploaded, I couldn’t get them uploaded from TripIt. They kept uploading other people‘s trips to my trip, but then never would put my stuff on my trip. I emailed multiple times and they just kept saying we’ve updated your trip but they hadn’t. I kept deleting other peoples trips
  12. [R34] TripIt 1/5 · US Terrible customer service: Used to be great, now abysmal
  13. [R36] TripIt 3/5 · GB Love the app but invitation function is poor: I cannot seem to invite my partner - I had, now he’s disappeared and when I try to resend the invite it says I have a connection problem, which I don’t. There’s nothing I can see on the help centre to tackle this issue and no way to find an email to ask them outright. Disappointing as the rest of the app and concept is really good
  14. [R53] TripIt 2/5 · US App blocks vpn: I use legitimate widely used vpn services when traveling. Tripit detected my vpn ip address and logged me out, blocked me from logging back in for 24 hours. Only found out the reason several days after contacting their customer support. Major inconvenience without a good reason. Asked support to escalate but never heard from them again.
  15. [R50] TripIt 5/5 · US TripIt is so easy!: I’ve used TripIt for the 15 years. I initially used it for work. It allowed me to have my flights, hotel, business meetings, and dinner reservations all in one place. I also like that I can go back to look at previous trips over the past 15 years. Now that I’m retired, I truly love using it for my personal travel. I recently went to Italy for three weeks and was able to have
  16. [R63] CheapOair 3/5 · US Cheapo air: I have been looking for flights for quite some time. All of them had nine and 10 hour layover and tried to charge me $800 for a round-trip. Cheapo air got my tickets for $560. And a three hour layover. I seen 24 hour layovers on the tickets. I tried to buy from other companies. Thank you cheap o air
  17. [R81] CheapOair 5/5 · US No issues and best price: Happy with price and no issues thus far. Have used for several years so far .
  18. [R91] CheapOair 5/5 · US The best: The best price an support
  19. [R101] CheapOair 5/5 · US Mejores precios: Siempre tengo que conseguir vuelo a último momento, y en CheapOair he conseguido las mejores opciones de precio y comodidad
  20. [R10] TripIt 1/5 · US Use Chat GPT instead: Does not import everything like it says it does. I’ve sent multiple emails and pdfs for our comprehensive itinerary to include theater and show documents and nothing. Don’t waste your money or time. It will just cause frustration prior to your trip.
  21. [R12] TripIt 3/5 · US Great app but needs work: I use this app quite a bit. It helps me in all my vacation planning for all my future trips. Lately though I keep getting rejections from email flight reservations. If I just forward the booking email from an airline it will bounce back many times. I'm not sure why and sometimes I have to go in to the booking email and strip things out for it to work. It's not fool proof
  22. [R27] TripIt 3/5 · GB Poor email parsing: Refuses to build trip from simple email forwards. Pro sub is proving to be not a good investment.
  23. [R62] CheapOair 5/5 · US Flights: They’re good for booking. I didn’t realize that you had to pay for baggage.
  24. [R70] CheapOair 1/5 · US Lier Agent ripped me off: Rating: 1 Star (Zero Stars if I Could) This was, without question, one of the worst customer service experiences I’ve ever had. I specifically asked the CheapOair agent how much checked baggage would cost before I purchased my ticket. I was told $70, $80 per bag. That information turned out to be completely wrong. When I arrived at the airport, I was charged $200 per ba
  25. [R80] CheapOair 1/5 · US Worst tickets: You board last, pay extra fees, no carry-ons… terrible experience with this app recently. And this was an international flight.
  26. [R88] CheapOair 1/5 · US Not so good experience: I selected 1st for my r/t Ric to OKC and the receipt says no checked bags included despite the option I selected stated 2 checked bags up to 23 KG. I also selected seat for all flight but they do not appear in the trip itinerary. Ugh I spent 30 minutes in chat with Bleiz to learn everything was fine…please fix the app!!! I do not need the aggravation.
  27. [R37] TripIt 1/5 · US Frequently locks me out of my Pro account: I have used TripIt with a Pro account and loved it, but recently it started locking me out of my account for 12 hours at a time. It turns out that if I have my VPN on it triggers an account lock and I cannot access my account. Why TripIt treats VPNs in such a stupid fashion I cannot imagine, but I sometimes use a very popular VPN when traveling and losing
  28. [R43] TripIt 1/5 · US Stay away. They broke a good service.: I used TripIt for years. It was a reliable service. They recently started banning access from VPNs. They lock you out of your account when you need to get critical information about your trip. If you’re doing the safe thing while traveling, using a VPN on a public network, and you need your hotel or flight information… … TripIt will block your access to yo

Synthesized from 120 recent App Store reviews · updated July 2026 · View on the App Store