Book a Trip
Find Hotels In
Check In
Check Out
Rooms
Travelers
From
To
Depart
Return
Travelers
Flying From
Find Packages In
Check In
Check Out
Rooms
Travelers
From
To

Chicago Travel Itineraries

There’s so much to do in Chicago, you could stay forever and never see everything. But we’ve put together an itinerary checklist of classic Chicago activities to help you chart your course. These itinerary planners are your guide to the essentials and just an overview. Get inspiration and then go out and create your own unscripted adventure. Because Chicago is one big, always-changing, always-exciting city.
1/