Skip to content

Explore When to go Long weekends Passport My tripsPlan

FunTrotter

Free, day-by-day trips for all 50 states, built on open data. We never take payment.

All states When to go Compare states Long weekends Where should I go? (quiz)Travel passport My trips Status

Privacy Terms Credits & data

Map data © OpenStreetMap contributors · Tiles by OpenFreeMap · Photos via Wikimedia Commons · Weather by Open-Meteo

FunTrotter

Things to do in Chicago area, Illinois · FunTrotter

David Winkler · CC BY-SA 3.0

Chicago area

The Art Institute, Millennium Park, the Field Museum and the start of Route 66.

Plan a trip here 1-day itinerary 2-day itinerary 3-day itinerary 5-day itinerary

Best time to visit

JF

★ FamousBegin Route 66Attraction
★ FamousThe Art Institute of ChicagoMuseum
★ FamousMillennium ParkParks & nature
Field MuseumMuseum
Chess StudioMuseum
First Infantry Division MuseumMuseum
Griffin Museum of Science and IndustryMuseum
Farnsworth HouseAttraction
Institute for the Study of Ancient Cultures MuseumMuseum
Frederick C. Robie HouseAttraction
Grant ParkParks & nature
Bataan ParkParks & nature
Buckingham FountainAttraction
Shedd AquariumAttraction
Obama Presidential Center MuseumMuseum
Jane Addams Hull-House MuseumMuseum
Museum of Contemporary ArtMuseum
U-505 SubmarineAttraction
Lincoln (Abraham) ParkParks & nature
Navy PierAttraction
Brookfield Zoo ChicagoAttraction
Chicago Botanic GardensMore
Six Flags Great AmericaAttraction
Lincoln Park ZooAttraction

What’s on in Chicago

Concerts, games and shows in the next few weeks. Tickets open on Ticketmaster.

Mon, Oct 5 · 7:30 PMJOURNEY - Final Frontier Tour (An Evening With)United Center Plan a weekend around it

Tue, Oct 6 · 7:00 PM

M

A

M

J

J

A

S

O

N

D

Most comfortable weather in Jun, Aug, Sep, based on last year's daily temperatures and rain.

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec

Chicago Blackhawks vs. St. Louis Blues

United Center

Plan a weekend around it

Tue, Oct 6 · 7:30 PMChicago Fire FC vs. Vancouver Whitecaps FCSoldier Field Plan a weekend around it

Wed, Oct 7 · 3:00 PMALDS HOME GM1 - WHITE SOX VS GUARDIANSRate Field Plan a weekend around it

Wed, Oct 7 · 7:00 PMPre-Season: Chicago Bulls v Phoenix SunsUnited Center Plan a weekend around it

Thu, Oct 8 · 4:00 PMALDS HOME GM 2 - WHITE SOX VS GUARDIANS (IF NECESSARY)Rate Field Plan a weekend around it

Thu, Oct 8 · 7:30 PMSouvenirs: 80 Years of John Prine Presented by the Prine FamilyThe Chicago Theatre Plan a weekend around it

Thu, Oct 8 · 7:30 PMGorillaz - The Mountain TourUnited Center Plan a weekend around it

Thu, Oct 8 · 8:00 PMDon Omar "The Last King World Tour"Allstate Arena Plan a weekend around it