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Looking for some book recommendations :)
Increasingly difficult to hold on to both....

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Nope that only happens if you check in late. So make sure to check in exactly 24 hrs ahead (anytime fares won’t get you a better boarding position if you check in late)
Check the smart traveler site
A list after six segments
Do y’all book the Anytime rates on the travel site? Might have to switch airlines and nervous about fine print on the Wanna Get Away rates
A2 ..how did you get that?
A3- no need to book anytime fares unless wanna get away is sold out... what fine print are you concerned about? Southwest generally has the most lenient policies of any airline...
Travel site
Or at least it's usually there. Haven't checked recently.
Just wanted to make sure I can still bring a carryon and won’t end up in the last row middle seat... wanna get away sounds like the bare bones fare from Spirit/Frontier