Chicago Illinois, USA Travel Guide
Chicago's weather varies significantly by season.
No specific cultural dress code for tourists in Chicago. Dress is generally casual.
Comfortable Walking shoes or sneakers are above all else. Prioritize comfort as you explore.
Waterproof, insulated boots with good traction are necessary for navigating snow, ice, and slush. These keep your feet warm and dry.
Sandals or breathable shoes are fine for warm days, but still bring a pair of comfortable walking shoes for extensive sightseeing.
Have both physical and digital copies available.
Stay connected and powered up with the right electronics and accessories.
Mobile Phone Compatibility and SIM Card Options. Most modern smartphones work with U.S. Networks.
Google Maps, Apple Maps, Citymapper (public transport routing). Ventra (CTA public transport ticketing). Uber, Lyft (ride-sharing).
Yelp, OpenTable, Grubhub, DoorDash (for delivery).
A well-stocked personal health kit for minor ailments and unexpected needs.
Essential items for varied Chicago weather conditions.
If planning extensive cycling, consider bringing your own Helmet if preferred, though rental services usually provide them.
Pack appropriate running shoes if you plan to use the lakefront path for exercise.
You typically do not need highly specialized equipment for a general Chicago visit.
These small additions often make a big difference in comfort and convenience.
Prepare for Chicago's unique conditions.
Minimize plastic waste.
Avoid plastic bag fees.
For hot beverages.
For picnics and street food.
Roll your clothes to save space and minimize wrinkles.
Use packing cubes to organize items and compress clothing. Wear your heaviest shoes and jacket on the plane to reduce luggage weight.
