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.
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$109+: Chicago-area resort w/bowling alley, spa, pool & more Eaglewood Resort and Spa
$109+: Spend weekends in Chicago at the Marriott Marriott Hotels
$80+: Deals on Chicago Marriott w/health club Marriott Hotels
$109+: TownePlace Suites in Chicago city center Marriott Hotels
$99+: Weekend packages at Chicagoland hotels Marriott Hotels
$135+: Chicago Marriott deals w/airport shuttle Marriott Hotels
$109+: Sales on Marriott hotels in Illinois Marriott Hotels
$169+: Chicago family hotel stay, kids eat free Marriott Hotels
$149+: Room deals at Chicago Marriott w/free nt Marriott Hotels
$109+: Chicago Marriott Suites in w/bonus savings Marriott Hotels
$109+: Chicago O'Hare Marriott stay w/bonus Marriott Hotels
$99+: All-suite Chicago airport hotel w/free breakfast Renaissance Chicago O'Hare Suites Hotel
$79+: Low rates Chicago hotel near Magnificent Mile Courtyard by Marriott Chicago Downtown River North
$109+: Discounts on rooms at Chicago Marriott Courtyard® by Marriott® Chicago Arlington Heights/South
$104+: Chicago hotel w/free airport shuttle, pool & more Radisson Hotel Chicago O'Hare
$55/nt+: Cheap last-minute deals on hotels in Chicago Hotwire.com
$39+: Chicago hotel on Magnificent Mile 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
$447+: Budget Chicago airport hotel w/spa, airfare included Holiday Inn O'Hare
$542+: Chicago 3-nt trip at modern hotel w/health club Hotel Arista at CityGate Centre
$472+: 4-star The Allerton Hotel on Magnificent Mile Expedia
$10/day+: Cheap car rentals from major US airports CarRentals.com
