Chicago Destination Guide

The Cloud Gate sculpture in Chicago with the city skyline behind

The Windy City is packed with iconic architecture, top restaurants, festivals and famous nightlife. Indulge in Chicago’s iconic foods hot dogs, peanut butter and banana topped waffles, right up to molecular gastronomy fine dining.

Chicago has a reputation for iconic architecture from the gateway to the Magnificent Mile, to Tribune House, the glass-floored Willis Tower, the London Guarantee Building, the glass-floored Willis Tower and Frank Lloyd Wright's stained-glass Robie House.

Take in the impressionist masterpieces at the Art Institute, psychedelic paintings at the Museum of Mexican Art or drawings by lesser-known artists at the Intuit gallery.

The city’s season for music festivals tends to run from March to September. The free Blues Festival draws a crown of half a million, or the iconic Lollapaloozo, or check out the smaller street festivals that take place in neighbourhood each weekend.

The classic American sports hold the heart of Chicagoans join the Wrigley Field’s bleachers for a baseball game or see a Bears football game.



Top things to do in Chicago

Big Bus Tours Chicago

Breeze through the Windy City with Big Bus Tours. Big Bus Tours offer panoramic top-deck views of iconic skyscrapers and Lake Michigan. Their flexible sightseeing tours include attractions like the Magnificent Mile, Millennium Park, Field Museum, Adler Planetarium, and John Hancock Tower.


CityPass Chicago

Save up to 51% on Chicago’s top attractions. The Chicago CityPass includes priority entry to Shedd Aquarium, Skydeck Chicago, VIP Entry to The Field Museum, Museum of Science and Industry or Chicago Observation Desk, and Adler Planetarium or Art Institute of Chicago.

Go Card Chicago

The Go Card Chicago offers a choice of over 27 Tourist Attractions in Chicago and saves you up to 45% on top tours, activities and museums.  This flexible pass allows you to do everything for one low price, whether you are staying for 1, 2, 3, or 5 days.  The pass is all inclusive so you’ll pay nothing at the gate! Know exactly what you want to see? Choose from the super flexible Build Your Own option. Attractions include Big Bus Hop-on Hop-off Tour, Shedd Aquarium, Skydeck, Field Museum, 360 Chicago, Adler Planetarium, Navy Pier, Museums, River Cruises and more.






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Best 4 and 5 star hotels in Chicago

Fairmont Chicago, Millennium Park

A sophisticated combination of classic and contemporary styles, The Fairmont Chicago has sweeping views of downtown Chicago, Lake Michigan, Grant, Millennium and Maggie Daley Parks. Located in the heart of downtown, the Fairmont Chicago is walking distance from the Magnificent Mile, Navy Pier, and the Art Institute. Relax in the luxurious oversized rooms, enjoy the sweeping views, and daily continental breakfast.

Hawthorne Terrace Hotel 

The Hawthorne Terrace  is close to Lincoln Park, Wrigley Field, Vic Theatre and Saint Joseph Hospital.  Guests at the hotel enjoy a complimentary breakfast, and recreational amenities including a fitness center, spa tub, sauna, complimentary WIFI, a hair salon and tour/ticket assistance.

River North Hotel

This newly renovated is a modern, urban destination. The hotel features an indoor heated pool, sundeck with stunning views, fitness room, onsite parking, lounge, restaurant, room service and free Wifi. Walking to famous attractions like Michigan Avenue, Millennium Park, Wrigley Field and the free Navy Pier trolley. The museum campus is just a short ride away for the Field Museum, Adler Planetarium, and Shedd Aquarium.


Best Car Hire Deals in Chicago


Hertz Car Hire have 18 convenient pick up locations across Chicago.

Rent at least 7 days and pay for one less day at!
Use code: 204180. Valid for rentals 4/1 - 6/15/18


Hire a motorcycle and see Chicago from a different perspective. - online booking service for motorcycles, scooters, quads and bicycles all over the world




Best Airport Transfer Services


Airport transfers are easy with Blacklane, Their professional transfer service allows you to relax and take some time out from it all as you travel. Their service includes complimentary wait time of up to 60 minutes for airport pick-ups and 15 minutes for other pick up locations. Their rates are all inclusive, with professional drivers and free cancellation up to 1 hour before one-way rides or 24 hours before hourly bookings.


Intuitravel has the largest database for booking personal transfers across the globe. They cover 20,000 cities across 135 countries, and you can choose the level of service that suits you from economy shuttle buses to LUX cars, limousines and boats.