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Found this guide helpful

Here is a guide my wife and I used during our most recent 5 day trip to Chicago. It has a little bit of everything for everyone!

Good for
  • Shopping Fanatic
  • Art and Architecture Lover
  • Foodie
  • Trendsetter

15 Places

1 City Tip

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Map

15 Places

Millennium Park

Historic Walking Areas, Parks, Points of Interest & Landmarks

The Art Institute of Chicago

Art Museums

Cloud Gate

Monuments & Statues, Points of Interest & Landmarks

Jay Pritzker Pavilion

Performances

Wrigley Field

Arenas & Stadiums

Lincoln Park Zoo

Zoos

Goose Island Wrigleyville Brew Pub

Restaurants

Bike and Roll

Segway Tours, Equipment Hire, Bike Tours

Navy Pier

Piers & Boardwalks, Theme Parks

Adler Planetarium

Observatories & Planetariums, Speciality Museums

Morton's The Steakhouse - Chicago - Wacker Place

Restaurants

The Field Museum

Speciality Museums

Skydeck Chicago - Willis Tower

Architectural Buildings, Observation Decks & Towers, Points of Interest & Landmarks

360 Chicago Observation Deck

Architectural Buildings, Observation Decks & Towers

UNO Chicago Grill

Restaurants

KBJ278's City Tips

  • We did not get a rental car and didn't feel that one was needed if you are willing to walk and utilize public transportation where necessary.
  • Save
    Millennium Park
    Historic Walking Areas, Parks, Points of Interest & Landmarks
    See more photos
    KBJ278 Says:

    We toured Millennium Park the first afternoon we arrived to walk off our jet lag. It was a perfect start to our trip. The park is a welcome site in such a big city. The park tour was part of a walking tour we discovered at http://www.fodors.com/world/north-america/usa/illinois/chicago/experiences/a-walking-tour-of-chicagos-public-art-2694548/.

    Good for
    • Peace and Quiet Seeker
    • Thrifty Traveller
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Senior
    • Art and Architecture Lover
    • Nature Lover
    Tips
    • Dress accordingly based on the weather!
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #2 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • Okay outdoor excursion 19/11/2017
    • remarkable architecture 18/11/2017
    • Millennium Park
    Address:
    201 East Randolph Street
    Between Michigan Avenue & Columbus Avenue
    Chicago, IL 60601-6530
    Phone:
    +1 312-742-1168
    Hours:
    Sun - Sat
    06:00 - 23:00
    Other:
  • Save
    The Art Institute of Chicago
    Art Museums
    See more photos
    KBJ278 Says:

    We passed through the outside sculpture garden during our walking tour of Chicago's public art. There are some very unique and beautiful pieces here that cost nothing to view. Visit here during your walking tour of Chicago's public art: http://www.fodors.com/world/north-america/usa/illinois/chicago/experiences/a-walking-tour-of-chicagos-public-art-2694548/

    Good for
    • Peace and Quiet Seeker
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Art and Architecture Lover
    Tips
    • The outside sculpture garden is free and offers a nice place to rest during your walking tour of Chicago's public art.
    Plan to stay:/
    Less than 1 hour
    From the community
    Ranked #1 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • Magnificent! 18/11/2017
    • Overwhelmingly fantastic collections 18/11/2017
    • The Art Institute of Chicago
    Address:
    111 S Michigan Ave
    159 East Monroe Street
    Chicago, IL 60603-6110
    Phone:
    +1 312-443-3600
    Price range:
    US$25 - US$25
    Hours:
    Thu
    10:30 - 20:00
    Fri - Wed
    10:30 - 17:00
    Other:
  • Save
    Cloud Gate
    Monuments & Statues, Points of Interest & Landmarks
    See more photos
    KBJ278 Says:

    "The Bean" as it is most commonly referred to as is a must stop for tourists. It can be busy and some people can be rude but that is to be expected at a tourist hot spot. This is a very cool picture location! We visited Cloud Gate as part of our walking tour of Chicago's public art: http://www.fodors.com/world/north-america/usa/illinois/chicago/experiences/a-walking-tour-of-chicagos-public-art-2694548/.

    Good for
    • Must See
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Art and Architecture Lover
    Tips
    • Be patient to get the photo you want, this attraction can be busy!
    Plan to stay:/
    Less than 1 hour
    From the community
    Ranked #3 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • Surprisingly fun interactive art piece 18/11/2017
    • The Bean 18/11/2017
    • Cloud Gate
    Address:
    201 E. Randolph St.
    Millenium Park
    Chicago, IL 60601-6530
    Phone:
    +1 312-742-1168
    Other:
  • Save
    Jay Pritzker Pavilion
    Performances
    See more photos
    KBJ278 Says:

    The Jay Pritzker Pavillion is a public theater located in the middle of Millennium Park. This is a nice place to stop for a break and relax. We stopped to watch a live jazz band on our walk of Chicago's public art: http://www.fodors.com/world/north-america/usa/illinois/chicago/experiences/a-walking-tour-of-chicagos-public-art-2694548/.

    Good for
    • Peace and Quiet Seeker
    • Thrifty Traveller
    • Trendsetter
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Art and Architecture Lover
    • Nightlife Seeker
    • Nature Lover
    Tips
    • There is standard venue seating as well as grass seats available to watch shows here.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #7 of 182 Concerts & Shows in Chicago
    Certificate of Excellence 2014
    • Always look great! 06/10/2017
    • Music in the coty 02/10/2017
    • Jay Pritzker Pavilion
    Address:
    Millennium Park
    Chicago, IL
    Hours:
    Sun - Sat
    06:00 - 23:00
    Other:
  • Save
    Wrigley Field
    Arenas & Stadiums
    See more photos
    KBJ278 Says:

    We started off the second day of our trip with a Wrigley Field tour. Unfortunately, we visited Wrigley after baseball season had ended but we still paid to take a tour of the sacred field. The tour was very interesting and showed us the locker rooms, press boxes, and several sections of seating including the bleacher seats in right field. The tour guide was very knowledgable and friendly. This is a must stop for any sports fan or fan of architecture!

    Good for
    • Must See
    • Solo
    • Friends
    • History Buff
    • Couples
    • Senior
    • Family
    • Art and Architecture Lover
    Tips
    • Go for a tour and stay for a game if the time of year is right!
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #5 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • Go Cubs! 18/11/2017
    • Fantastic ball park 18/11/2017
    • Wrigley Field
    Address:
    1060 W Addison
    Chicago, IL 60613-4397
    Phone:
    +1 773-404-2827
    Other:
  • Save
    Lincoln Park Zoo
    Zoos
    See more photos
    KBJ278 Says:

    We visited the Lincoln Park Zoo following our morning tour of Wrigley Field. This zoo is free and is worth the time to visit. You can get very close to many of the animals including the big cats and primates. If you are an animal lover, this is a must stop!

    Good for
    • Must See
    • Thrifty Traveller
    • Hidden Gems
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Nature Lover
    Tips
    • Take public transportation to get here for the easiest trip.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #19 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • Fantastic and free! 19/11/2017
    • Good for children 18/11/2017
    • Lincoln Park Zoo
    Address:
    2001 North Clark Street
    Chicago, IL 60614-4757
    Phone:
    +1 312-742-2000
    Hours:
    Sun - Sat
    10:00 - 17:00
    Other:
  • Save
    Goose Island Wrigleyville Brew Pub
    Restaurants (American, Bar, Pub)
    See more photos
    KBJ278 Says:

    We ate dinner here our second night following our Wrigley Field tour and visiting the Lincoln Park Zoo. I consider myself a craft beer fanatic and was not impressed by the beer selection on my visit but I understand they change it often. The food is typical bar food but the brewery is very cool!

    Good for
    • Foodie
    • Trendsetter
    • Solo
    • Friends
    • Couples
    • Senior
    • Nightlife Seeker
    Tips
    • Try the beer flight to see which one you may like best!
    Plan to stay:/
    Less than 1 hour
    From the community
    Ranked #0 of 0 restaurants in
    • It is closed down! 21/02/2016
    • Great Beer, better location 11/01/2016
    • Goose Island Wrigleyville Brew Pub
    Address:
    3535 N Clark St
    Chicago, IL 60657-1611
    Phone:
    +1 773-832-9040
    Price range:
    US$7 - US$17
    Hours:
    Sun - Wed
    11:00 - 23:00
    Thu
    11:00 - 00:00
    Fri - Sat
    11:00 - 02:00
    Other:
  • Save
    Bike and Roll
    Segway Tours, Equipment Hire, Bike Tours
    See more photos
    KBJ278 Says:

    Our second morning started with a lakefront bike ride. Bike and Roll Chicago is a great company to rent bikes from. The pricing is fair and the staff is friendly. Our tour took us past and saw the Chicago Yacht Club, Millennium Park, Crown Fountain, Cloud Gate, Buckingham Fountain, Museum Campus, Soldier Field, Burnham Skate Park, McCormick Place, Hyde Park, Museum of Science and Industry, 63rd St. Beach, 71st St. This ride can take anywhere from 1-4 hours depending on your athletic ability but is worth the time if it isn't too warm. The bike tour we used can be found at: http://www.fodors.com/world/north-america/usa/illinois/chicago/experiences/a-chicago-lakefront-bike-ride-2694578/.

    Good for
    • Beach Goer
    • Thrifty Traveller
    • Trendsetter
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • There is limited water available along the tour, be sure to bring enough for your trek!
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #11 of 104 Outdoor Activities in Chicago
    Certificate of Excellence 2014
    • Great ride with amazing views 27/10/2017
    • Segway Chicago 13/10/2017
    • Bike and Roll
    Address:
    239 E Randolph St
    Millennium Park
    Chicago, IL 60601-6530
    Phone:
    +1 312-729-1000
    Hours:
    Sun - Sat
    09:00 - 20:00
    Other:
  • Save
    Navy Pier
    Piers & Boardwalks, Theme Parks
    See more photos
    KBJ278 Says:

    We started our second morning here with a bike ride down the lake front. After picking up bikes at Bike and Roll Chicago, we rode past and saw the Chicago Yacht Club, Millennium Park, Crown Fountain, Cloud Gate, Buckingham Fountain, Museum Campus, Soldier Field, Burnham Skate Park, McCormick Place, Hyde Park, Museum of Science and Industry, 63rd St. Beach, 71st St. This ride can take anywhere from 1-4 hours depending on your athletic ability but is worth the time if it isn't too warm. The link for the tour is http://www.fodors.com/world/north-america/usa/illinois/chicago/experiences/a-chicago-lakefront-bike-ride-2694578/. After returning from our ride, we ate lunch at Capi's on the pier which was very good! After lunch, we toured Navy Pier and checked out the amusement park, shops, and convention center. The view across the lake from the pier is very nice!

    Good for
    • Foodie
    • Must See
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • It can be very windy on the pier, be sure to bring a jacket if you get cold easily.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #37 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • Iconic Chicago landmark under construction 19/11/2017
    • Windy but nice views 18/11/2017
    • Navy Pier
    Address:
    600 E Grand Ave
    Chicago, IL 60611-3419
    Phone:
    +1 312-595-7437
    Hours:
    Sun - Thu
    10:00 - 20:00
    Fri - Sat
    10:00 - 22:00
    Other:
  • Save
    Adler Planetarium
    Observatories & Planetariums, Speciality Museums
    See more photos
    KBJ278 Says:

    We spent the afternoon of our fourth day here after spending the morning at the Shedd Aquarium which is just down the road. There were some very interesting exhibits that my wife and I enjoyed. Children will definitely love this place. Take the public transportation here as the walk is a little long. Eat lunch in Gallileo's which is the onsite restaurant which offered a good selection of options.

    Good for
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Thrifty Traveller
    Tips
    • Buy a City Pass to save some money on admission: http://www.citypass.com/chicago.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #56 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • Adler after dark 17/11/2017
    • Awesome place 15/11/2017
    • Adler Planetarium
    Address:
    1300 S Lake Shore Dr
    Chicago, IL 60605-2489
    Phone:
    +1 312-922-7827
    Price range:
    US$12 - US$12
    Hours:
    Sun - Sat
    09:30 - 16:00
    Other:
  • Save
    Morton's The Steakhouse - Chicago - Wacker Place
    Restaurants (American, Steakhouse)
    See more photos
    KBJ278 Says:

    Each trip my wife and I take, we eat dinner at a nice restaurant. Morton's is well worth the cost. This is the original Morton's which since opening has expanded across the country. Everything is as you would hope, the food is perfectly cooked, the staff is helpful and courteous, and the ambiance is top notch!

    Good for
    • Foodie
    • Luxury Traveller
    • Trendsetter
    • Solo
    • Friends
    • Couples
    • Senior
    • Nightlife Seeker
    Tips
    • This is a high end restaurant, dress accordingly.
    • We ate here on a weeknight around 8:00 p.m. and were the only patrons in the restaurant.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #105 of 6,023 restaurants in Chicago
    Certificate of Excellence 2014
    • Not up to chicago steak level 17/11/2017
    • Salmon so good, it should be part if the name 17/11/2017
    • Morton's The Steakhouse - Chicago - Wacker Place
    Address:
    65 E Wacker Pl
    Chicago, IL 60601-7296
    Phone:
    +1 312-201-0410
    Price range:
    US$60 - US$80
    Hours:
    Sun
    17:00 - 22:00
    Mon - Fri
    11:30 - 23:00
    Sat
    17:00 - 23:00
    Other:
  • Save
    The Field Museum
    Speciality Museums
    See more photos
    KBJ278 Says:

    We spent our fourth morning here. This is an amazing museum for kids of all ages. The full size animal displays are very cool, especially the full size bull African elephants in the main atrium. Be sure to stop here if you have kids or if you are a history buff.

    Good for
    • Must See
    • Thrifty Traveller
    • Solo
    • Friends
    • History Buff
    • Couples
    • Senior
    • Family
    • Nature Lover
    Tips
    • Buy a City Pass to save a few dollars: http://www.citypass.com/chicago.
    Plan to stay:/
    More than 3 hours
    From the community
    Ranked #10 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • Do it. 17/11/2017
    • Much to see 16/11/2017
    • The Field Museum
    Address:
    1400 S Lake Shore Dr
    Chicago, IL 60605-2827
    Phone:
    +1 312-922-9410
    Hours:
    Sun - Sat
    09:00 - 17:00
    Other:
  • Save
    Skydeck Chicago - Willis Tower
    Architectural Buildings, Observation Decks & Towers, Points of Interest & Landmarks
    See more photos
    KBJ278 Says:

    Stopping here is a Chicago must! The Willis Tower is the tallest building in Chicago and will afford you some amazing views! Visit here as part of Fodor's High Rise Tour.

    Good for
    • Must See
    • Thrifty Traveller
    • Trendsetter
    • Solo
    • Friends
    • Couples
    • Thrill Seeker
    • Senior
    • Family
    • Art and Architecture Lover
    • Nightlife Seeker
    Tips
    • Buy a City Pass to save money on admission: http://www.citypass.com/chicago.
    • Try to come on a clear day for the best views!
    • Stopping here at night is a beautiful experience looking down on the city lights!
    Plan to stay:/
    Less than 1 hour
    From the community
    Ranked #15 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • Amazing view 18/11/2017
    • Great Views A Must Do 17/11/2017
    • Skydeck Chicago - Willis Tower
    Address:
    233 S. Wacker Drive
    Entrance on Jackson Blvd
    Chicago, IL 60606-7147
    Phone:
    +1 312-875-9447
    Price range:
    US$22 - US$22
    Hours:
    Sun - Sat
    09:00 - 22:00
    Other:
  • Save
    360 Chicago Observation Deck
    Architectural Buildings, Observation Decks & Towers
    See more photos
    KBJ278 Says:

    I visited 360 Chicago as a part of Fodor's High Rise Tour. This tour will get you the best views of Chicago in two of the highest building is in town.

    Good for
    • Thrifty Traveller
    • Hidden Gems
    • Solo
    • Friends
    • History Buff
    • Couples
    • Thrill Seeker
    • Senior
    • Family
    • Art and Architecture Lover
    Tips
    • Buy a City Pass to save money on admission: http://www.citypass.com/chicago
    Plan to stay:/
    Less than 1 hour
    From the community
    Ranked #8 of 667 things to do in Chicago
    Certificate of Excellence 2014
    • What a view 18/11/2017
    • perfect 18/11/2017
    • 360 Chicago Observation Deck
    Address:
    875 N Michigan Ave
    94th Floor
    Chicago, IL 60611-1803
    Phone:
    +1 312-751-3681
    Hours:
    Sun - Sat
    09:00 - 23:00
    Other:
  • Save
    UNO Chicago Grill
    Restaurants (Italian, Pizza)
    See more photos
    KBJ278 Says:

    Ate here our last night in town. The eatery style is a little different in that you order your pizza and you don't get seated until it is ready. Plan to wait for a table here! Typically I am not a fan of deep dish pizza but this was one of the best pie's I have ever eaten! Foodies rejoice, this is the original Uno which has since expanded across the nation!

    Good for
    • Foodie
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Eating here takes some time, plan accordingly!
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #708 of 6,023 restaurants in Chicago
    Certificate of Excellence 2014
    • The Real Deep Dish Za 03/11/2017
    • Real Chicago Town pizza 26/10/2017
    • UNO Chicago Grill
    Address:
    49 E Ontario St
    Chicago, IL 60611-2727
    Phone:
    +1 312-280-5115
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