Chicago

Chicago is located in the Midwest. It is the third largest city in the United States with a population approaching 3 million. Chicago is a huge vibrant city and a metropolitan area that sprawls over 10,874km². It's well known for house music, blues, jazz…

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Best Time To Go

Apr-Sep

Current Weather

13.0 °C

Partly Cloudy

Best Places To Stay

Trip Guides

  • Trip Guide
  • 2 Weeks

The ultimate road trip guide to I-90, from Boston to Seattle

  • 47 Place
  • 60:51
  • 5,633 km
  • Trip Guide

The most epic American road trip

  • 28 Place
  • 191:21
  • 18,044 km
  • Trip Guide

The coolest retro neon signs along Route 66

  • 17 Place
  • 34:05
  • 3,470 km
  • Trip Guide

Pun-tastic Restaurants

  • 16 Place

Chicago to New Orleans Road Trip

  • 19 Place
  • 19:28
  • 1,719 km
  • Trip Guide

Library Lust

  • 7 Place
  • Trip Guide

Get your kicks on Illinois's Route 66

  • 24 Place
  • 07:05
  • 539 km
  • Trip Guide

U.S. Route 12 Road Trip

  • 51 Place
  • 47:15
  • 4,252 km
  • Trip Guide

Things to do in ... Chicago

  • 15 Place