Chicago Trips

There are 48 public trip plans for Chicago.
93 private trips include this city

By delsin.johnson
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Chicago
As this was the first day of my trip, my flight dropped me at O’ Hare international airport from where my hotel was situated at a few distance. After leaving the flight, I like to catch my hotel through CTA services which was less expansive and f …

By ginger_showell
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New Orleans, Philadelphia, Seattle, Chicago, Boston, San Fra...

By emmaskingley1985
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Athens, Amsterdam, London, Edinburgh, Dublin, Dubai, Rome, S...

35 day trip by jamesread00
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Seattle, Toronto, Chicago, Vancouver, Boston, San Francisco,...

By Marc Madill
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Philadelphia, Seattle, Calgary, Vancouver, Chicago, Whistler...

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Miami, Portland, Jackson, Springfield, Albuquerque, Atlanta,...

16 day trip by Alex N
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Toronto, Chicago

68 day trip by doylehooper
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New Orleans, Philadelphia, Mexico City, San Diego, Chicago, ...

15 day trip by clairel24
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New York City, San Francisco, Washington, DC, Chicago, Las V...
2 weeks trying to see as much of NYC, Chicago, San Franisco, Las Vegas and Washington DC.

Seattle, San Francisco, Los Angeles, Las Vegas, Toronto, Chi...