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Amex platinum vs CSR??
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We're too far out right now. Airlines don't really start demand-based pricing until ~2 months out for domestic.
Pro
$800 for 1 ticket or 2?
That's cause literally no one wants to be in Chicago in Nov
Check hopper, fly scanner or google flight
Frontier is showing $662 for 2 people total.
Don’t forget to check southwest. Get their app and turn on notifications for any surprise sales
I see R/T options at $700 (for 2) on Google Flights. You could also just wait until 6-8 weeks out to see if the price drops.