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OP may have projected their travel through end of the year, D1...just a thought. Not that it matters to you because you only wanted to troll anyway but that’s fine. Trolls are fun.
OP - I’d look at Denver, Charleston or Oklahoma for quick mileage run or fly to Cancun or Florida for some sun. Prices between 450 and 700
If you have at least Gold (sounds like you do), then you can same-day change for free to longer routings on flights you're already taking.
Plenty of time in the year. No rush
Honestly ORD-RSW (fort Myers) is surprisingly cheap
ORD to IAH or ORD to EWR
Google flights.
Lol d2. Travel plans change enough project to project that you shouldnt be projecting out. Theres actually no rush. 2500 short means they can buy it at that rate
Have projected out, yes. High confidence in the estimate. Lots of options at $500-600. Was hoping for a steal of a day trip
Sign up for Scott’s cheap flights
OP, challenge is getting a December deal from the major hub. Any chance you can stay a day late or go a day or two early to client site, and do a run from there? May be more options for better deals - often even including a stop back through ORD (crazy as it may seem).
Thanks all
Charleston is suuuuper cheap in economy. Could do two round trips in a Saturday. Or look at ORD-EWR-BOS, but in economy since that’s a premium heavy market.
Check the mileage run forum on FlyerTalk