City guides / Chicago
Chicago travel guide
Architecture, lakefront and a summer festival calendar.
Illinois, United States · Local currency USD · Time zone America/Chicago
Best time to visit Chicago
Flights and hotels are cheapest in January, February. Expect to pay the most in May, June, July, August, December.
Post-holiday lull
Cold weather deters travelers
Spring break season begins
Weather begins to improve
Tourist season starts; many events
Summer festivals in full swing
Peak summer tourism
Summer fairs and events continue
Back-to-school season begins
Fall festivities ramp up
Thanksgiving festivities start
Holiday events and festivals
Getting around Chicago
Public transport
Public transportation in Chicago is generally reliable with frequent service on trains (known as the 'L') and buses. A single ride costs $2.50, and it's best to use a Ventra card for seamless travel.
Driving and parking (7/10 difficulty)
Parking can be quite challenging in downtown Chicago. Street parking is often metered and fills up quickly, costing around $2 to $5 per hour. It is recommended to use public transportation or park in designated parking garages, which can cost $20 to $40 for a day.
How locals get around
Many locals opt for public transit or cycling rather than driving, especially within the city limits. It's important to wait for people to exit before you board buses or trains, and to give personal space while using public transport.
Local customs in Chicago
Tipping
Tipping is customary in Chicago, usually around 15% to 20% in restaurants, and around $1 to $2 for bartenders per drink. Taxi drivers also expect a tip of around 15% to 20% of the fare.
What to wear
Visitors are encouraged to dress casually, but nicer attire is often preferred in upscale restaurants and theaters. In religious sites, such as churches, modest clothing covering shoulders and knees is required.
Cards and cash
Credit and debit cards are widely accepted throughout Chicago, though it's a good idea to carry some cash (about $20-$40) for small purchases, tips, or street vendors.
Phrases worth knowing
- How's it going?
- — A casual greeting, used when meeting someone.
- Pop or soda?
- — Refers to carbonated beverages; it's common to ask if someone wants a pop when ordering.
- The Cubs are playing tonight!
- — A reference to the local MLB team; can be used to connect with sports fans.
- You betcha!
- — An enthusiastic way to say 'yes' or 'of course'.
- Let's go grab a slice!
- — Inviting someone to get pizza, a local favorite.
Plan a Chicago trip in a couple of minutes
Journi builds a day-by-day Chicago itinerary around how you travel — stays, food near each day's activities, hidden gems and a packing list, with costs as you go.
Plan a trip to Chicago