16 days in Chicago Itinerary
Created using Inspirock Chicago holiday planner
Start: Chicago
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Chicago
— 15 nights
Fly
End: Dallas
Mon, Jul 20 - Tue, Aug 4
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Chicago — 15 nights

Windy City
We've included these beaches for you: Silver Beach County Park and Lions Park Beach. Eschew the tourist crowds and head to Chicago Riverwalk and Chicago River. Venture out of the city with trips to Wheaton (The Little Popcorn Store & Cantigny Park), Milwaukee (Riverwalk, Milwaukee Art Museum, &more) and Discovery Center Museum (in Rockford). Next up on the itinerary: stroll around Millennium Park, get to know the fascinating history of Riverwalk Lot, contemplate in the serene atmosphere at Holy Name Cathedral, and examine the collection at Money Museum at the Federal Reserve Bank.
For photos, traveler tips, more things to do, and more tourist information, you can read our Chicago holiday planner.
If you are flying in from United Kingdom, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. July in Chicago sees daily highs of 33°C and lows of 22°C at night. Wrap up your sightseeing on the 4th (Tue) to allow time to fly back home.
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For photos, traveler tips, more things to do, and more tourist information, you can read our Chicago holiday planner.
If you are flying in from United Kingdom, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. July in Chicago sees daily highs of 33°C and lows of 22°C at night. Wrap up your sightseeing on the 4th (Tue) to allow time to fly back home.
Side Trips
Highlights from your trip