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.
See Chicago Travel Guide | See Croatia Travel Guide | See Ibiza Travel Guide | See Montreal Travel Guide | See Mykonos Travel GuideSee Nice Travel Guide
$69+: Chicago hotel on Magnificent Mile Hotwire.com
$63/nt+: Hotels on sale in Chicago near shopping Hotwire.com
Up to 40% off: Recently renovated 4-star hotel in Chicago Booking.com
35% off: Four-star Chicago hotel nr top attractions Booking.com
30% off: Modern hotel in downtown Chicago nr Magnificent Mile Booking.com
$69/nt+: Chicago hotel nr theater district & shopping Booking.com
Pampered Pets Getaway Package from $279/Night Shermans' Review
$134/nt+: Chicago hotel w/room upgrade & late check-out Perfect Escapes
$109/nt+: Renaissance Oak Brook Hotel & more Chicago offers Marriott International Central
$76/nt+: Dallas hotel w/restaurant & fitness center Hotels.com
$103+: Low nationwide holiday flight sale (round-trip). United
$152+: Round-trip fall/winter fare sale to over 30 cities Expedia
$14+: Low daily car rentals in NYC, Miami & more Hotwire
$10/day+: Cheap car rentals from major US airports CarRentals.com
$542+: Chicago 3-nt trip at modern hotel w/health club Hotel Arista at CityGate Centre
$325+: Chicago 3-nt stay nr shopping w/air from NY Westin Lombard Yorktown Center
$471+: 3-star Holiday Inn O'Hare Expedia
$487+: 3-star Doubletree Hotel Chicago Magnificent Mile Expedia
$501+: 4-star Hilton Chicago- Michigan Ave Cultural Mile Expedia