Chicago: When To Go

Peak Season: June to September Summers in the city are akin to urban nirvana as long as you don’t mind jacked-up room prices, long lines, and high humidity in July and August.

Off Season: January to March Now is your chance to grab a cheap room at a luxury hotel, as only thrill seekers and the extremely budget conscious seek out brutal Chicago winters.

Sweet Spot: April to May; October to December Moderate springtime temps and the romance of autumn and the holiday season serve as the perfect backdrop for itinerant exploring and chilling out.