Best Things To Do In Chicago

A flat grid, a long lakefront and a river lined with skyscrapers. Start with the day you have, then add the lake, the museums and a slice of deep-dish.

The Best Things To Do In Chicago For First-Time Visitors

One full day covers the park, a museum, the river and a skyline view, all inside the Loop and the blocks just north of it, and almost all of it on foot.

Full one-day itinerary
1Morning
Wide view of a downtown park plaza with a mirrored sculpture and skyline towers behind it

Millennium Park and Cloud Gate

Go before the crowds and walk around and under the Bean while the reflections are clear.

Free
2Late Morning
The south lion guarding the entrance steps of the Art Institute of Chicago on a clear morning

Art Institute of Chicago

The museum sits at the south edge of the park, so it costs no extra transit. Book a timed ticket for the day.

3Afternoon
Concrete riverwalk terrace beside the Chicago River with boats moored along the bank, Chicago Riverwalk

Chicago Riverwalk

Walk the river on foot, then see the same towers from the water on an architecture cruise.

Free
4Evening
Glass-walled observation deck interior with the Chicago skyline and Lake Michigan shoreline visible through tall windows

360 Chicago at Dusk

Time the visit for sunset and watch the lake go dark from the observation deck on Michigan Avenue.

From $30
Guide narrating the skyline from the deck of a Chicago river architecture cruise
1.5-Hour Guided Architecture Cruise 4.8 from 9,440 reviews · from $45
Check availability
95,028 traveller reviewsacross 53 checked tours
From $26cheapest paid tour today
Prices checkedagainst the booking page, refreshed monthly

Which Things To Do In Chicago Need Booking Ahead?

Fifty-three tours and tickets cover Chicago, from a river cruise to a CityPASS bundle. Three quick questions sort them into a shortlist for your dates.

1. What kind of thing are you after?
2. How much time do you have?
3. What are you happy to spend per person?

A starting shortlist of the best-reviewed tours, nothing more. Answer one question below to rebuild it around your plans.

  1. Classic Architecture River Cruise 1 hour to 1 hour 30 minutes Shoreline Sightseeing from $39 ★ 4.8 16,963 Check availability
  2. 90-Minute Architecture Tour 1 hour 30 minutes Wendella Tours & Cruises from $45 ★ 4.7 10,913 Check availability
  3. 1.5-Hour Guided Architecture Cruise 1h 30m Wendella Tours & Cruises from $45 ★ 4.8 9,440 Check availability
  4. Architecture Cruise Aboard First Lady 1 hour 30 minutes Chicago Architecture Foundation & Chicago's First... from $57 ★ 4.9 7,018 Check availability
  5. Skydeck With the Ledge 45 minutes Skydeck Chicago from $47 ★ 4.6 5,036 Check availability
  6. 360 Observation Deck Ticket 45 minutes 360 Chicago Observation Deck from $30 ★ 4.5 3,715 Check availability
  7. 45-Minute Cruise From Magnificent Mile 45 minutes Wendella Tours & Cruises from $28 ★ 4.7 3,576 Check availability
  8. Crime and Mob Bus Tour 1 hour 30 minutes to 2 hours Chicago Crime Tours and Experiences LLC from $49 ★ 4.6 3,534 Check availability
  9. 45-Minute Family-Friendly Cruise 45 minutes Wendella Tours & Cruises from $28 ★ 4.7 2,851 Check availability
  10. Pizza, Beer, Brownies Food Tour 3 hours Bobby's Bike, Hike & Food Tours - Chicago from $84.99 ★ 4.9 2,299 Check availability
  11. 1.5-Hour Lake and River Cruise 1h 30m Wendella Tours & Cruises from $45 ★ 4.7 2,191 Check availability
  12. Skydeck Admission Only 30 minutes to 1 hour 30 minutes Skydeck Chicago from $44 ★ 4.3 1,911 Check availability
  13. Gangsters and Ghosts Walk 2 hours Empire Tours & Productions from $31 ★ 4.7 1,831 Check availability
  14. Original Interiors, 2 Hours 2 hours Inside Chicago Walking Tours from $35 ★ 5.0 1,790 Check availability
  15. Lake Michigan Sunset Cruise 1 hour 30 minutes Wendella Tours & Cruises from $45 ★ 4.5 1,685 Check availability
  16. Hop-on Hop-off Open-Top Bus 1 day Big Bus - Chicago from $49 ★ 4.3 1,515 Check availability
  17. Downtown Donut Tour, 8 Tastings 2 hours Underground Donut Tour from $70 ★ 4.9 1,509 Check availability
  18. Night River and Lake Cruise 1.5 hours First Lady from $50 ★ 4.7 1,192 Check availability
  19. Torture Museum, Audio Guide 1 hour 30 minutes Medieval Torture Museum from $35.83 ★ 4.8 1,076 Check availability
  20. 6-Dish Small-Group Food Tour 3 hours Secret Food Tours from $84.99 ★ 4.9 1,007 Check availability
  21. CityPASS, 5 Attractions 1 day CityPASS from $144 ★ 4.7 994 Check availability
  22. Art Institute Fast Pass 1 day Art Institute of Chicago from $40 ★ 4.8 970 Check availability
  23. Flyover Flying Theatre 30 minutes Flyover Attractions Inc from $28 ★ 4.9 904 Check availability
  24. Field Museum Ticket or VIP Tour 1 day Field Museum from $29 ★ 4.6 836 Check availability
  25. 30-Minute Skyline Cruise 30 minutes from $34 ★ 4.6 804 Check availability
  26. Chinatown Food Walking Tour 3 hours Bobby's Bike, Hike & Food Tours - Chicago from $79.99 ★ 4.9 793 Check availability
  27. Seadog Speedboat Ride 30 minutes City Cruises from $39 ★ 4.5 693 Check availability
  28. Secret Interiors Walking Tour 2 hours Empire Tours & Productions from $30 ★ 4.8 666 Check availability
  29. City Minibus Tour 2 hours See it ALL Chicago Tours from $49.95 ★ 4.9 642 Check availability
  30. Guided Art Institute Tour 2 hours 30 minutes Chicago Museum Tours from $71.40 ★ 5.0 624 Check availability
  31. Museum of Ice Cream Ticket 1h 30m Museum of Ice Cream Chicago from $33 ★ 4.1 530 Check availability
  32. Lunch or Dinner Cruise 2 - 3 hours City Cruises from $94 ★ 4.2 484 Check availability
  33. Pizza Tour by Coach 3 hours 30 minutes Chicago Pizza Tour from $89 ★ 4.9 482 Check availability
  34. Historic Treasures Walking Tour 2 hours Chicago Architecture Center from $35 ★ 4.9 442 Check availability
  35. Explorer Pass, 2 to 7 Attractions 1 day Go City from $84 ★ 4.5 439 Check availability
  36. 360 Deck, Drink Included 1h 30m 360 Chicago Observation Deck from $44 ★ 4.6 415 Check availability
  37. Haunted Capone Walking Tour 1 hour 30 minutes Magnifico Tours from $35 ★ 5.0 400 Check availability
  38. 2-Hour Lakefront Segway Tour 2 hours Absolutely Chicago Segway Tours from $70 ★ 5.0 383 Check availability
  39. Shedd Aquarium Attraction Pass 1 day Go City from $149 ★ 4.4 373 Check availability
  40. Science and Industry Museum Ticket 1 day Griffin Museum of Science and Industry from $25.95 ★ 4.6 342 Check availability
  41. Underground Pedway Walking Tour 2 hours Inside Chicago Walking Tours from $28 ★ 4.7 321 Check availability
  42. Gangster History With Tastings 2 hours Empire Tours & Productions from $75 ★ 4.7 275 Check availability
  43. Sunset City Bike Tour 3 hours Bobby's Bike, Hike & Food Tours - Chicago from $59 ★ 4.9 274 Check availability
  44. Skyline Helicopter Tour 7 - 20 minutes Paratus Air from $130 ★ 4.4 219 Check availability
  45. Prohibition Speakeasy Tour 3 - 4 hours Prohibition Tours from $48 ★ 4.9 198 Check availability
  46. Robie House Admission 1 hour Frank Lloyd Wright Home and Studio from $27 ★ 4.2 155 Check availability
  47. Free Bruce Walking Tour 2 hours and 15 minutes Free, pay what you wish ★ 4.8 113 See this free tour on GuruWalk
  48. Private ORD Airport Transfer 1 hour Elife Ride from $40 ★ 4.4 78 Check availability
  49. Free Loop Highlights Walk 2 hours and 30 minutes Free, pay what you wish ★ 5.0 38 See this free tour on GuruWalk
  50. Starved Rock Guided Kayak Tour 2 hours Kayak Starved Rock Campground from $74 ★ 4.7 34 Check availability
  51. Skyline Kayak Rental 1 to 2 hours Bobby's Bike, Hike & Food Tours - Chicago from $39.99 ★ 4.8 26 Check availability
  52. Milwaukee Day Trip, Brewery 1 day Jupiter Legend Corporation from $125 ★ 4.5 21 Check availability
  53. Private Oak Park Architecture Tour 5 hours Welcome Pickups from $224.64 ★ 4.3 8 Check availability

Things To Do In Chicago With Kids

Fish, animals and a park with climbing frames keep younger visitors busy between the big sights.

A grand domed rotunda inside an aquarium building with a curved balcony overhead, Shedd AquariumShedd AquariumAquatic life beside the lake on the Museum Campus. Winding paved path through Lincoln Park Zoo with trees and exhibit signageLincoln Park ZooA city zoo on the edge of the lakefront park. A modern urban playground with climbing structures and slides beneath a city skylineMaggie Daley ParkPlay areas and a skating ribbon beside Millennium Park.
Family on a short Chicago river architecture cruise45-Minute Cruise45-Minute Family-Friendly Cruise4.7 from 2,851 reviews · from $28Check availability

Things To Do In Chicago In Winter

Indoors is the plan from December to March: galleries, glasshouses and a good view from behind glass.

Ornate neoclassical facade of the Chicago Cultural Center seen from Washington Street with tall arched windowsChicago Cultural CenterMosaic domes and free exhibitions in a downtown landmark. Wide view of a glasshouse interior with tall palm trees and a stone pathGarfield Park ConservatoryWarm glasshouses full of plants when the lake is frozen. Grand staircase inside the Art Institute of Chicago with visitors looking up at the glass domeArt Institute of ChicagoA full day indoors that a snowstorm cannot cancel.
Visitors in the main hall of the Field MuseumField MuseumField Museum Ticket or VIP Tour4.6 from 836 reviews · from $29Check availability

Things To Do In Chicago At Night

The skyline is the show after dark, from a boat, a rooftop or a blues club.

A glowing theater facade lighting up State Street at duskThe Chicago TheatreThe lit sign on State Street is a landmark on its own. A saxophone resting on a chair beside a small club stage lit with red and amber lightsBlues and Jazz ClubsLive music rooms across the city, from the Loop to the South Side. Evening view across rooftop seating toward illuminated downtown Chicago towersRooftop BarsSkyline views with a drink in hand.
Chicago skyline lit up from a night cruise on the river and lakeNight CruiseNight River and Lake Cruise4.7 from 1,192 reviews · from $50Check availability

Things To Do In Chicago This Weekend

A two-day plan, the events calendar and a food walk for the Saturday afternoon.

The Chicago skyline seen across the Chicago River with tour boats passing below the bridgesWeekend ItineraryTwo days, ordered by neighborhood so you do not backtrack. Open-air concert stage in a downtown Chicago park with tall buildings behind itEvents CalendarFestivals and big weekends by month. Visitors walking the outdoor promenade at Navy Pier with lake water on both sidesNavy PierAn easy afternoon on the lake.
Group tasting Chicago food stops on a walking tourFood WalkPizza, Beer, Brownies Food Tour4.9 from 2,299 reviews · from $84.99Check availability
Close view of a polished curved steel sculpture reflecting city towers and sky Pedestrian bridge crossing over the riverwalk with towers on both banks, Chicago Riverwalk

Free Things To Do In Chicago

The lakefront, the river and the big park cost nothing to walk, and a guide-led free walk can start you off. Several museums also run free days for Illinois residents.

Free walking tour group gathered in the Loop
Free Loop Highlights Walk 5.0 from 38 reviews · free, pay what you want
See this free tour on GuruWalk

A Map Of The Best Things To Do In Chicago

Loading the map. Every place is also listed below.

Click the map to zoom with the scroll wheel. Numbers match the list.

  1. Millennium Park and Cloud GateMillennium Park, where most first days start
  2. Navy PierLandmark · 1.1 mi from Millennium Park
  3. Willis Tower SkydeckView · 0.7 mi from Millennium Park
  4. Field MuseumMuseum · 1.2 mi from Millennium Park
  5. Art Institute of ChicagoMuseum · 0.2 mi from Millennium Park
  6. Museum of Science and IndustryMuseum · 6.7 mi from Millennium Park
  7. Shedd AquariumMuseum · 1.1 mi from Millennium Park
  8. Chicago RiverwalkParks and lakefront · 0.4 mi from Millennium Park
  9. Lincoln Park ZooParks and lakefront · 2.7 mi from Millennium Park
  10. 360 Chicago and TILTView · 1.1 mi from Millennium Park
  11. Chicago Botanic GardenParks and lakefront · 20 mi from Millennium Park
  12. Adler PlanetariumMuseum · 1.4 mi from Millennium Park
  13. Magnificent MileLandmark · 0.6 mi from Millennium Park
  14. Wrigley Field ToursStadium · 4.8 mi from Millennium Park
  15. United CenterStadium · 2.7 mi from Millennium Park
  16. Garfield Park ConservatoryParks and lakefront · 4.9 mi from Millennium Park
  17. Chicago Cultural CenterMuseum · 0.1 mi from Millennium Park
  18. The LoopNeighborhood · 0.4 mi from Millennium Park
  19. River NorthNeighborhood · 0.8 mi from Millennium Park
  20. West Loop and Fulton MarketNeighborhood · 1.6 mi from Millennium Park
  21. Wicker Park and BucktownNeighborhood · 3.5 mi from Millennium Park
  22. Lincoln ParkNeighborhood · 3 mi from Millennium Park
  23. Hyde ParkNeighborhood · 6.3 mi from Millennium Park
  24. PilsenNeighborhood · 2.7 mi from Millennium Park
  25. Logan SquareNeighborhood · 5.4 mi from Millennium Park
  26. Old TownNeighborhood · 2.4 mi from Millennium Park
  27. Gold CoastNeighborhood · 1.6 mi from Millennium Park
  28. ChinatownNeighborhood · 2.2 mi from Millennium Park
  29. AndersonvilleNeighborhood · 7.1 mi from Millennium Park
  30. Lakeview and WrigleyvilleNeighborhood · 4.6 mi from Millennium Park

On The Lakefront Right Now

Wind decides a lakefront day more than rain does. Check the shore conditions before you lock in a boat ride, a bike on the path or a deck ticket.

The most recent hourly reading from the Oak Street sensor had the air at 58 °F and the wind at 2 mph from the north-northeast, straight in off the lake.

The last 12 hourly readings from the Oak Street sensor, newest first.
HourAirWindGustFrom
4 am58°F2 mph3 mphnorth-northeast
3 am60°F2 mph5 mphsoutheast
2 am59°F6 mph6 mpheast-southeast
1 am60°F5 mph10 mpheast-southeast
12 am60°F5 mph7 mpheast-southeast
11 pm60°F7 mph11 mpheast-southeast
10 pm61°F5 mph9 mpheast-southeast
9 pm60°F6 mph9 mpheast-southeast
8 pm60°F4 mph12 mpheast
7 pm60°F6 mph10 mpheast-southeast
6 pm60°F2 mph7 mpheast-southeast
5 pm61°F3 mph7 mpheast-southeast

Across those hours the wind ran from 2 mph to a peak gust of 12 mph, and it was blowing in off the water for 12 of 12. That is the number worth knowing before you buy a deck ticket or step onto an open boat: an easterly off Lake Michigan is colder and steadier than the same figure measured at O'Hare, about 17 miles inland, which is the wind speed most forecasts quote for Chicago.

Day Trips From Chicago

Milwaukee, Oak Park and Starved Rock are the three that fit a single day, by train, bus or a short drive.

Downtown Milwaukee buildings seen across the river with boats moored along the bankWisconsin

Milwaukee

A lakefront city and a brewery stop across the state line.

4.5 from 21 reviews · from $125Check availability
Historic brick train station platform in Oak Park with green line tracksArchitecture

Oak Park

Frank Lloyd Wright houses a short ride west of the Loop.

5-hour tour · 4.3 from 8 reviews · from $224.64Check availability
Sandstone canyon walls with a small waterfall at Starved Rock State ParkState Park

Starved Rock

Sandstone canyons and a guided paddle on the Illinois River.

2-hour tour · 4.7 from 34 reviews · from $74Check availability
Wide view of a sandy Lake Michigan beach with grass-covered dunes behind itNational Park

Indiana Dunes

Sand dunes and a lake beach on the Indiana shore.

All day trips

Chicago Weather Month By Month

Tap a month. Figures are 1991 to 2020 NOAA climate normals for the O'Hare weather station.

January is the coldest month, with a 25.2 degree Fahrenheit mean and 11.3 inches of snow, while July runs warmest at a 75.4 degree mean. The 1991 to 2020 normals put the wettest month in May, at 4.49 inches.

January: 1.99 InchesFebruary: 1.97 InchesMarch: 2.45 InchesApril: 3.75 InchesMay: 4.49 InchesJune: 4.1 InchesJuly: 3.71 InchesAugust: 4.25 InchesSeptember: 3.19 InchesOctober: 3.43 InchesNovember: 2.42 InchesDecember: 2.11 InchesJanuary: 25.2°FFebruary: 28.8°FMarch: 39°FApril: 49.7°FMay: 60.6°FJune: 70.6°FJuly: 75.4°FAugust: 73.8°FSeptember: 66.3°FOctober: 54°FNovember: 41.3°FDecember: 30.5°F03620°55°90°JanFebMarAprMayJunJulAugSepOctNovDec Rain in Temp °F
  • Monthly precipitation (inches)
  • Mean temperature (°F)
Chicago O'Hare International Airport (USW00094846), 30-year normals: July is warmest at 75.4°F average, January coldest at 25.2°F, May wettest at 4.49 in and February driest at 1.97 in, 37.9 in across the year.
MonthMean TempHigh / LowPrecipitation
January25.2°F31.6° / 18.8°1.99 in
February28.8°F35.7° / 21.8°1.97 in
March39°F47° / 31°2.45 in
April49.7°F59° / 40.3°3.75 in
May60.6°F70.5° / 50.6°4.49 in
June70.6°F80.4° / 60.8°4.1 in
July75.4°F84.5° / 66.4°3.71 in
August73.8°F82.5° / 65.1°4.25 in
September66.3°F75.5° / 57.1°3.19 in
October54°F62.7° / 45.4°3.43 in
November41.3°F48.4° / 34.1°2.42 in
December30.5°F36.6° / 24.4°2.11 in

Data: NOAA NCEI, 1991-2020 monthly climate normals.

Where To Stay In Chicago

Pick the neighborhood first. The Loop puts the museums and the park on foot, River North sits beside the river and the Magnificent Mile, and Wrigleyville trades a train ride for a quieter street.

Full where-to-stay guide
Chicago skyline rising above the elevated L train tracks in the Loop

The Loop

Best for a First Visit

Millennium Park, the Art Institute and most L lines are a short walk away.

The Loop Area Guide
Chicago skyline towers rising above the Chicago River at the River North edge of downtown

River North

Best for River Views

Galleries, restaurants and the Riverwalk are on the doorstep.

River North Area Guide
Tree-lined residential street with brick three-flat buildings in Lakeview on a summer morning

Lakeview and Wrigleyville

Best for a Cubs Game

A neighborhood stay beside Wrigley Field, a train ride north of downtown.

Lakeview and Wrigleyville Area Guide

What Is Chicago Famous For?

1

Deep-Dish Pizza

A tall, cheese-under-the-sauce pie that is the city's best-known dish.

2

Architecture

The city rebuilt after the 1871 fire and became a showcase for skyscraper design, best seen from the river.

3

The Bean

Cloud Gate in Millennium Park, a mirror-bright sculpture by Anish Kapoor.

4

Lake Michigan

A freshwater shoreline with beaches and a trail running along the city.

5

The L

Elevated trains that loop the downtown core and carry you to most neighborhoods.

6

Blues and Comedy

Live blues clubs and improv theaters that have defined the city's nights for decades.

What Is the #1 Thing to Do in Chicago

Ask ten Chicagoans for the one thing you cannot skip and you will get ten answers, but the evidence points one way: the architecture river cruise is the single best first move in the city.

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What Are the Top 5 Attractions in Chicago

Five attractions carry a first visit to Chicago: Millennium Park, the Art Institute, the Skydeck at Willis Tower, Navy Pier, and an architecture river cruise. Here is what each one costs and how long it deserves.

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What Is the Best Month to Go to Chicago

September gives Chicago its best mix of warm weather, thinner crowds and a full festival calendar, but the right month depends on what you want from the trip.

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Is There Any Free Museum in Chicago

Chicago does have free museum admission, but the catch is who it is for. Most free days are an Illinois residency benefit, not a tourist one, and the rules differ museum by museum.

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What Part of Chicago Is Best to Stay In

Where you sleep in Chicago shapes the whole trip. The honest answer for most first-time visitors is downtown, but which downtown neighborhood, and whether downtown is right for you at all, depends on budget, kids, and what you came for.

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Is It Safe to Walk in Downtown Chicago

Downtown Chicago is the busiest, most policed part of the city, and walking is how most visitors see it. Here is what the record actually supports, area by area, day and night.

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Is Go City Pass Better Than CityPASS in Chicago?

Go City and CityPASS both bundle Chicago attractions, but they solve different problems. Here is the honest math on which one fits your trip.

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Can You Still Touch the Bean in Chicago

Cloud Gate, the sculpture everyone calls the Bean, remains one of the few world-famous artworks you can walk straight up to and touch with your hand. Here is what to expect when you visit.

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