Chicago hotels, entertainment and free events
Unpack at one of the best locations in Chicago -- one block from famed Michigan Avenue -- with stay dates available through fall and winter.
Fly to cities nationwide including New York, Las Vegas, Austin, Miami, Los Angeles, Chicago and more
Fly on a 5-star airline from Los Angeles, Chicago or NYC to Tokyo, Osaka, Sapporo, Nagoya, Fukuoka or Okinawa.
Escape to a resort located on "one of the best strands in the Bahamas" with one of the lowest Bahamas packages we've seen this year
Marvel at the pyramids, temples and tombs of ancient Egypt with a trip that saves as much as $950 per person.
Catch whale watching season in Puerto Vallarta, explore Banderas Bay, and relax on a secluded beach with this all-inclusive getaway.
With these low fares, it's clear why Virgin America holds the title for "Best Low-Cost Airline."
Discover "surprising, inspiring" (Zagat) plates at North Center's acclaimed Browntrout. Save over 50% on farm-to-table dinner, including a $50 wine credit.
Tickets are up to 55% off to see “One of the country’s finest symphonic orchestras” according to John von Rhein of the Chicago Tribune.
Savor gourmet tacos and a rotating menu from Chicago's food truck community for 40% off at the Garage, home of the Salsa Truck.
Opened in 1987, Shatter Glass Group is the city's first and oldest glass-teaching facility. Utilize those years of experience and save 55% on private classes.
Subscribers can save up to 50% off rides and drives in their choice of luxury supercar when the Xtreme Xperience puts you in the drivers seat.
CBS Chicago calls Learn Scuba one of the best places to take diving lessons in Chicagoland. Travelzoo subscribers can save over 60% off an intro class.
Save up to 50% on tickets to this 'outrageously funny and surprisingly sweet" comedy (Chicago Sun-Times)
The Chicago Sun-Times calls praises the "ravishing score" and "poetic lyrics."
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