Chicago
Chicago’s nickname, the Windy City, may have been borne of excessive boasting during its bid for the 1893 World Fair – and have nothing whatsoever to do with the weather – but summertime in this Midwestern city definitely warrants bragging rights. In addition to its year-long attractions – think world-class museums, legendary jazz and blues clubs, 7000-plus restaurants, two stellar ball clubs (the Cubs and White Sox) – summer months bring a slew of seasonal events, including The Taste of Chicago summer feast at Grant Park; the critically acclaimed Theater on the Lake; concerts in Highland Park as part of the Ravinia Festival; and the Magnificent Mile Arts Festival, an eclectic display of jewelry, sculpture, photography, and textiles from over 200 local and national artists. You’ll also find 29 magnificent miles of glorious lakefront set below the impressive skyline created by big-name architects like Frank Lloyd Wright and William Le Baron.
$121+: US fares (round-trip) within the next 30 days Major Airlines
Under $200+: US fares w/fees & taxes (round-trip) Major Airlines
Up to 50% off: End-of-summer fares (round-trip) Major Airlines
$3+: Airfare sale to/from US cities (each way) Spirit Airlines
$140+: Low weekend domestic fares (round-trip) Major Providers
$125+: Labor Day fares to US cities (round-trip) Major Airlines
$135+: Early booking on holiday fares (round-trip) Major Airlines
$206+: Last-min fares to/from US cities (round-trip) Major Airlines
Ending Soon -- Fall Travel Sales from $56* Shermans' Review
Up to $150 off: Dining at select Fairmont Hotels Fairmont Hotels & Resorts
$59/nt+: Low hotel rates in NY, Chicago & more Travelocity
$119/nt+: 3-star Marriott Chicago Schaumburg Expedia
$119/nt+: 3-star Sheraton Gateway Suites Chicago O'Hare Expedia