United States · North America
Chicago is the home of the blues and the truth of jazz, the heart of comedy and the idea of the skyscraper. This Heartland boomtown, defined by its urban planning ethos, offers travelers a vibrant mix of culture, history, and architectural marvels.
Chicago is the home of the blues and the truth of jazz, the heart of comedy and the idea of the skyscraper.
When you plan it, day 1 and the last day fit your journey from home: a long flight keeps them light.
MorningStart with iconic public art and the stunning Tiffany dome. Take plenty of photos at 'The Bean'.
AfternoonDive into art at the Art Institute, then enjoy a leisurely stroll along the Riverwalk, admiring the architecture.
EveningExperience an architectural river cruise at sunset, followed by cocktails and panoramic views from the Hancock Center.
Mostly walkable in the Loop. Short 'L' train or rideshare to the Hancock Center.
Save money shopping
Where prices are lower than at home, the outlets within reach, and how to get the tax back. Editorial picks; check hours and prices on the official sites before you go.
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Cheaper here than at home
Outlets and sportswear
Outlet malls run 30–70% below retail, and American sportswear (Nike, Levi's, Carhartt) is cheapest at home. Sales tax is added at the till and is not refundable.
Outlet
about 40 minFashion Outlets of Chicago
Indoor outlet mall in Rosemont next to O'Hare, 130 stores.
Getting there. Blue Line to Rosemont (about 35 minutes from the Loop), then the free trolley.
Cermak Fresh Marketgrocery
Regional grocery staple famous for affordable, fresh international produce.
Mariano'ssupermarket
Local chain known for prepared foods, live piano music, and extensive produce.
The Green City Marketfarmers market
Chicago's premier farmers market, offering fresh, local, and sustainable produce, meats, and artisanal goods. A vibrant atmosphere, especially on a sunny day.
Chicago French Marketfood market
An indoor market offering a diverse selection of local and international foods, from artisanal cheeses to fresh pastries and prepared meals. Great for a quick, delicious bite.
Safety is Travlyo’s own reading, not an official figure. Official advice: UK Foreign Office ↗
Visa
Most international travelers will require a visa or an ESTA (for eligible countries) to enter the United States.
S. government websites for specific requirements based on your nationality.
Rules change: check for your passport before you book.
Getting around
Chicago boasts an extensive public transportation system, including the 'L' train and bus network, making it easy to navigate the city. Ride-sharing services and taxis are also widely available, especially downtown.
What a day costs
Per person, for food, getting around and tickets. Stays and getting there come on top.
Good to know
Invest in a Ventra card for easy public transport access.
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Cover: Gautam Krishnan on Unsplash · Photos via Wikimedia Commons · Map © OpenStreetMap contributors