Chicago Travel Guide

Chicago Travel Guide


Windy City experiences some of the coldest winters in the country, with temperatures dropping to -20 degrees and even lower. The temperatures start to rise around the end of March or early April. There can be some snowfall at this time of the year, however. Although snow is not likely to be an issue once May arrives, it will still be cold at night. The summer heat is humid and there may be some rain showers in the afternoon. Make sure you have an umbrella with you while you’re out enjoying these sights.

When to Visit

Consider the harsh winters that can hit Chicago from November through March when planning your Chicago trip. It’s the time when you will find the best deals, but it can also be the most difficult season. Chicago’s spring and summer months are the best. Summer is also known for festival season. Plan your trip at least one month in advance, as hotels sell out quickly.


This grid layout makes it easy to move around Chicago. You have many options for getting from A to B. These include public transit, walking or biking, driving, ride-sharing, and riding on public transport. Water taxis on the river are one of the best ways to explore central Chi-town, up until it freezes. Avoid using your phone to navigate, as it can often lead you in circles. Keep to the grid!

Chicago Attractions

  • Grant Park
  • Willis Tower
  • Chicago Museum of Science and Industry
  • Millenium Park
  • The Field Museum of Natural History
  • Navy Pier

Chicago Hotels

  • Cambria Hotel
  • Hotel Zachary Chicago
  • Lowes Chicago Hotel
  • The Gwen
  • The Peninsula Chicago
  • The Langham, Chicago
  • Le Meridien Chicago – Oakbrook Center
  • The Palmer house
  • The Silversmith Hotel

Chicago Restaurant

  • The Chef and I on the Ninth
  • The Polo Inn
  • Younge American
  • Joe’s Seafood, Prime Steak & Stone Crab
  • Joe’s Imports
  • Alinea
  • The Chicago Diner, Logan Square
  • Pacific Standard Time
  • Oriole