Chicago is one of America's most iconic cities. This 3 Day Chicago Itinerary will help you get the most out of your visit. On Day 1, you'll visit Millennium Park and check out Chicago's famous loop neighborhood. On Day 2, you'll bike up the lakeshore and check out Navy

How to spend 3 days in Chicago. The perfect Chicago weekend trip from a local with off-the-beaten-path suggestions!

Chicago is one of America's greatest city. Find out how to make the most of your trip to Chicago with this 4-day Chicago itinerary, perfect for first timers.

Short on time? Our 48-hour Chicago itinerary ensures you see all the highlights and make the most of your brief visit. — chicago itinerary 2 days | chicago 2 day itinerary | chicago weekend trip | chicago weekend itinerary | best places to visit chicago | chicago illinois downtown

If it's your first time in Chicago, I broke everything down by day so you could see our entire itinerary and everything we were able to do

A 3 days in Chicago itinerary and guide featuring our favorite restaurants, coffee shops, tourist attractions, and ideas of places to stay!

Planning a long weekend in Chicago in 2025? Here is the perfect 3 day Chicago itinerary (by a local) including where to go, eat and stay in 3 days.

Explore Chicago in three days with our detailed itinerary, featuring breakfast at Goddess & The Baker and architectural tours along the Chicago River. Experience the city's cultural gems, from museums to the TILT thrill ride at 360 CHICAGO, and evenings at stylish spots like CloudBar. Stroll through Lincoln Park, savor fine dining, and enjoy comedy shows at iconic clubs. Get essential travel tips, including the best times to visit, navigating the city, and what to pack.

Discover the best hotels, top things to do, where to eat and drink, and so much more in this 3 days in Chicago itinerary with local tips!

Discover how amazing it is to visit Chicago in winter and get our perfect 3-day Chicago itinerary suitable for the winter months.