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I have been to Vegas every month of the year. The best time for me (weatherwise) would be September/ late May-early June. The cheapest time- July, August, December between the ending of the rodeo and a few days before NYE. The most expensive time- no contest- NYE.
The cheapest time to Visit Las Vegas is during its (relatively small) off season. Hotel prices drop as thermometers rise, making the months of July and August ripe for better deals.