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Found this guide helpful

This is a guide to my favorite and not so favorite restaurants, attractions and activities in Chicago and the surrounding area. Sites include things for families, couples and singles.

Good for
  • Foodie
  • Beach Goer
  • Thrifty Traveller

23 Places

1 City Tip

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Map

23 Places

Topolobampo

Restaurants

Jay Pritzker Pavilion

Performances

Do - Rite Donuts & Coffee

Restaurants

The Boarding House

Restaurants

Richard H. Driehaus Museum

Speciality Museums

Empanadas 5411

Restaurants

Frontera Grill

Restaurants

The Purple Pig

Restaurants

Chicago's Home of Chicken and Waffles

Restaurants

Cite

Restaurants

Chicago Architecture Foundation

Walking Tours, Bike Tours, Historical & Heritage Tours

Seasons 52

Restaurants

Guaranteed Rate Field

Arenas & Stadiums

The Magnificent Mile

Neighbourhoods, Points of Interest & Landmarks

Navy Pier

Piers & Boardwalks, Theme Parks

Millennium Park

Historic Walking Areas, Parks, Points of Interest & Landmarks

Museum of Science and Industry

Science Museums

Shedd Aquarium

Aquariums

The Field Museum

Speciality Museums

Chicago Cultural Center

Art Galleries, Architectural Buildings

Chicago Children's Museum

Children's Museums

Museum of Contemporary Art

Art Museums

Oak Street Beach

Beaches

janhad's City Tips

  • Use public transportation or cabs. Parking is expensive and difficult.
  • Save
    Topolobampo
    Restaurants (Mexican)
    See more photos
    janhad Says:

    Excellent food and service. Food is impeccably prepared and quite innovative.

    Good for
    • Foodie
    • Couples
    Tips
    • Allow 2-4 weeks for dinner reservations
    From the community
    Ranked #129 of 6,153 restaurants in Chicago
    Certificate of Excellence 2014
    • Nice to be there on the same night as the chef/owner 10/04/2018
    • Amazing dining experience 14/03/2018
    • Topolobampo
    Address:
    445 N Clark St
    Chicago, IL 60654-4682
    Phone:
    +1 312-661-1434
    Hours:
    Tue
    11:45 - 14:00
    Tue - Thu
    17:30 - 21:30
    Wed - Fri
    11:30 - 14:00
    Fri - Sat
    17:30 - 22:30
    Other:
  • Save
    Jay Pritzker Pavilion
    Performances
    See more photos
    janhad Says:

    Great place for lots of free events for singles, couples and families.

    Good for
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Art and Architecture Lover
    Tips
    • Arrive early for good seating
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #7 of 183 Concerts & Shows in Chicago
    Certificate of Excellence 2014
    • Open Concert Venue to See in Chicsgo 21/03/2018
    • Impressive Architecture But Empty In Winter 02/02/2018
    • Jay Pritzker Pavilion
    Address:
    Millennium Park
    Chicago, IL
    Hours:
    Sun - Sat
    06:00 - 23:00
    Other:
  • Save
    Do - Rite Donuts & Coffee
    Restaurants (American, Fast food)
    See more photos
    janhad Says:

    The best donuts in Chicago hands down. Always fresh and delicious.

    Good for
    • Foodie
    • Solo
    • Friends
    Tips
    • Keep their number in your phone so they can bring the donuts to you. Parking is a problem.
    Plan to stay:/
    Less than 1 hour
    From the community
    Ranked #22 of 6,153 restaurants in Chicago
    Certificate of Excellence 2014
    • One of my favorite donut places 24/04/2018
    • Great donuts in a small, take-out shop 16/04/2018
    • Do - Rite Donuts & Coffee
    Address:
    50 W Randolph St
    Chicago, IL 60601-3207
    Phone:
    +1 312-488-2483
    Price range:
    US$2 - US$3
    Hours:
    Mon - Fri
    06:30 - 14:00
    Sat - Sun
    07:00 - 14:00
    Other:
  • Save
    The Boarding House
    Restaurants (American, Wine Bar)
    See more photos
    janhad Says:

    Decor and food are unique and worth the visit. When you walk in you are greeted by an incredible display of wine bottles.

    Good for
    • Foodie
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Fairly easy to get reservations as they are off the beaten path. Seating anywhere is good.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #208 of 6,153 restaurants in Chicago
    Certificate of Excellence 2014
    • What a nice surprise! 21/03/2018
    • 3 1/2 Rating 19/02/2018
    • The Boarding House
    Address:
    720 N Wells St
    Chicago, IL 60654-3510
    Phone:
    +1 312-280-0720
    Hours:
    Sun - Mon
    17:00 - 22:00
    Tue - Sat
    17:00 - 23:00
  • Save
    Richard H. Driehaus Museum
    Speciality Museums
    See more photos
    janhad Says:

    Great restoration of period Chicago architecture and living style

    Good for
    • LGBT
    • Solo
    • Friends
    • History Buff
    • Couples
    • Senior
    • Family
    • Art and Architecture Lover
    Tips
    • The behind-the-scenes servants' tour is a hoot. You get some great insights into how people lived during that time period.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #14 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • A mansion from the Gilded age. 23/04/2018
    • Gracious and respectful staff for a wheelchair guest 10/04/2018
    • Richard H. Driehaus Museum
    Address:
    40 E Erie St
    Chicago, IL 60611-2730
    Phone:
    +1 312-482-8933
    Price range:
    US$20 - US$20
    Hours:
    Tue - Sun
    10:00 - 17:00
    Other:
  • Save
    Empanadas 5411
    Restaurants (Latin, Fast food, Argentinian)
    janhad Says:

    Deliciously healthy way to eat empanadas. Great selection and variety.

    Good for
    • Foodie
    • Thrifty Traveller
    • Hidden Gems
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Restaurant can only seat 10-15 people (maybe). I would order and then pick up.
    Plan to stay:/
    Less than 1 hour
    From the community
    Ranked #994 of 6,153 restaurants in Chicago
    • A must try. 30/12/2017
    • Great food at a great price 22/10/2017
    • Empanadas 5411
    Address:
    2850 N Clark St
    Chicago, IL 60657-6327
    Phone:
    +1 773-755-5411
    Hours:
    Sun - Thu
    11:00 - 21:00
    Fri - Sat
    11:00 - 22:30
    Other:
  • Save
    Frontera Grill
    Restaurants (Mexican, Latin)
    See more photos
    janhad Says:

    Sister restaurant to Topolabampo. Excellent and innovative food. Everything we ate was absolutely delicious.

    Good for
    • Foodie
    • Must See
    • Luxury Traveller
    • Hidden Gems
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • For dinner, it is a 4-6 week wait for a reservation. May be ease to get in for lunch.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #117 of 6,153 restaurants in Chicago
    Certificate of Excellence 2014
    • So good. 24/04/2018
    • Excellent rustic Mexican food.......not your Taco Bell!!!!! 18/04/2018
    • Frontera Grill
    Address:
    445 N Clark St
    Chicago, IL 60654-4683
    Phone:
    +1 312-661-1434
    Price range:
    US$31 - US$40
    Hours:
    Tue
    11:45 - 14:00
    Tue - Thu
    17:30 - 21:30
    Wed - Fri
    11:30 - 14:00
    Fri - Sat
    17:30 - 22:30
    Other:
  • Save
    The Purple Pig
    Restaurants (Mediterranean, Spanish, Wine Bar)
    See more photos
    janhad Says:

    Pork like you have never seen done before. Communal tables so be prepared to eat with strangers.

    Good for
    • Foodie
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • At our last visit, they did not take reservations so go at non-peak times or be prepared for a long wait.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #30 of 6,153 restaurants in Chicago
    Certificate of Excellence 2014
    • JLT + choripan and you’re set for the evening 24/04/2018
    • Fantastic Food - great takes on dishes! 21/04/2018
    • The Purple Pig
    Address:
    500 N Michigan Ave
    Chicago, IL 60611-3777
    Phone:
    +1 312-464-1744
    Price range:
    US$10 - US$15
    Hours:
    Sun - Thu
    11:30 - 23:00
    Mon - Fri
    08:00 - 10:30
    Fri - Sat
    11:30 - 00:00
    Other:
  • Save
    Chicago's Home of Chicken and Waffles
    Restaurants (American)
    See more photos
    janhad Says:

    Delicious waffles and fried chicken. Bit of wait during busy times.

    Good for
    • Foodie
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Not a waffle lover, but loved the waffles here.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #747 of 6,153 restaurants in Chicago
    Certificate of Excellence 2014
    • Nearly 5 Stars 14/03/2018
    • Great Food 09/03/2018
    • Chicago's Home of Chicken and Waffles
    Address:
    3947 S King Dr
    Chicago, IL 60653-2316
    Phone:
    +1 773-536-3300
    Hours:
    Mon - Thu
    09:00 - 21:00
    Fri - Sun
    09:00 - 23:00
    Other:
  • Save
    Cite
    Restaurants (American, Contemporary)
    See more photos
    janhad Says:

    Incredible views of Chicago from high atop Lake Point Towers. Food is good too, but can't beat the view.

    Good for
    • Foodie
    • Must See
    • Luxury Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Dress code is business casual. Fairly easy to get reservations.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #783 of 6,153 restaurants in Chicago
    • great view but very expensive 17/03/2018
    • French influenced food with spectacular city views 10/03/2018
    • Cite
    Address:
    505 N Lake Shore Dr
    Lake Point Tower 70th Floor
    Chicago, IL 60611-3427
    Phone:
    +1 312-644-4050
    Price range:
    US$60 - US$80
    Hours:
    Sun
    11:00 - 15:00
    18:00 - 21:00
    Mon - Thu
    18:00 - 22:00
    Fri - Sat
    18:00 - 23:00
    Other:
  • Save
    Chicago Architecture Foundation
    Walking Tours, Bike Tours, Historical & Heritage Tours
    See more photos
    janhad Says:

    Great way to see unique and incredible Chicago architecture.

    Good for
    • Solo
    • Friends
    • History Buff
    • Couples
    • Senior
    • Family
    • Art and Architecture Lover
    Tips
    • Fairly easy to get reservations for tours. The annual free open house is absolutely wonderful.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #6 of 104 Outdoor Activities in Chicago
    Certificate of Excellence 2014
    • Terrific tour with a great docent 19/04/2018
    • River Tour of Chicago was fantastic! 16/04/2018
    • Chicago Architecture Foundation
    Address:
    224 S Michigan Ave
    Chicago, IL 60604-2505
    Phone:
    +1 312-922-3432
    Hours:
    Sun - Sat
    09:00 - 21:00
    Other:
  • Save
    Seasons 52
    Restaurants (American)
    See more photos
    janhad Says:

    Healthy delicious food that is a pleasure to eat. Atmosphere is comfortable and inviting.

    Good for
    • Foodie
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Dress code is dressy or casual.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #0 of 0 restaurants in
    • Great food and service at upscale restaurant 28/06/2016
    • This restaurant has closed permanently 29/04/2016
    • Seasons 52
    Address:
    55 E Grand Ave
    Chicago, IL 60611-5610
    Phone:
    +1 312-832-1752
    Hours:
    Sun - Thu
    11:00 - 22:00
    Fri - Sat
    11:00 - 23:00
    Other:
  • Save
    Guaranteed Rate Field
    Arenas & Stadiums
    See more photos
    janhad Says:

    Great way to spend a nice sunny afternoon or cool evening, cheering on the southside favorite White Sox.

    Good for
    • Foodie
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • We have the type of tickets that allow entry into the Stadium Club. With its floor to ceiling windows, it's the best way to see the field. The lower level is the fine dining.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #72 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • Forever cominsky 22/04/2018
    • Nice Park But.. 21/04/2018
    • Guaranteed Rate Field
    Address:
    333 W 35th St
    Chicago, IL 60616-3696
    Phone:
    +1 312-674-1000
    Other:
  • Save
    The Magnificent Mile
    Neighbourhoods, Points of Interest & Landmarks
    See more photos
    janhad Says:

    The hustle and bustle of Chicago can be felt here. The Mag Mile is a must see for any visitor. With a wide range of stores and the beautiful plant and flower arrangements, it's worth the visit.

    Good for
    • Foodie
    • Must See
    • Beach Goer
    • Luxury Traveller
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Shopping Fanatic
    • Family
    • Art and Architecture Lover
    Tips
    • Very crowded on weekends and special events.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #4 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • Shopping & eating in Chicago 24/04/2018
    • Must Do! 24/04/2018
    • The Magnificent Mile
    Address:
    North Michigan Avenue
    Chicago, IL 60611
    Phone:
    +1 312-642-3570
    Other:
  • Save
    Navy Pier
    Piers & Boardwalks, Theme Parks
    See more photos
    janhad Says:

    Another must see for Chicago visitors. Many different shops and eating establishments.

    Good for
    • Foodie
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Shopping Fanatic
    • Family
    • Art and Architecture Lover
    Tips
    • Crowded on weekends and special events. Go at non peak times.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #28 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • Interesting visit 24/04/2018
    • The views from outside walkways are great. 24/04/2018
    • 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
    Millennium Park
    Historic Walking Areas, Parks, Points of Interest & Landmarks
    See more photos
    janhad Says:

    A great free outdoor venue with many free events to choose from.

    Good for
    • Solo
    • Peace and Quiet Seeker
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • For concerts, get there early.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #2 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • Great area for walking 24/04/2018
    • Beautiful, well thought out park 24/04/2018
    • 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
    Museum of Science and Industry
    Science Museums
    See more photos
    janhad Says:

    One of the greatest museums in the US. Great detail is given to most all of the exhibits. All ages will enjoy the learning experience.

    Good for
    • Solo
    • Must See
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Crowded on free days, also in May with school field trips.
    Plan to stay:/
    More than 3 hours
    From the community
    Ranked #27 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • Must See 23/04/2018
    • Enjoyable visit 23/04/2018
    • Museum of Science and Industry
    Address:
    5700 S. Lake Shore Drive
    Chicago, IL 60637-2093
    Phone:
    +1 773-684-1414
    Other:
  • Save
    Shedd Aquarium
    Aquariums
    See more photos
    janhad Says:

    Excellent way to see local and global marine life.

    Good for
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • The wild reef exhibit is awe-inspiring.
    Plan to stay:/
    More than 3 hours
    From the community
    Ranked #69 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • Family visit 24/04/2018
    • Great day! 23/04/2018
    • Shedd Aquarium
    Address:
    1200 S. Lake Shore Drive
    Chicago, IL 60605-2490
    Phone:
    +1 312-939-2438
    Hours:
    Mon - Tue
    09:00 - 17:00
    Thu - Fri
    09:00 - 17:00
    Sat - Sun
    09:00 - 18:00
    Other:
  • Save
    The Field Museum
    Speciality Museums
    See more photos
    janhad Says:

    Great way to see civilizations and cultures from around the world.

    Good for
    • Solo
    • Friends
    • History Buff
    • Couples
    • Senior
    • Family
    Tips
    • Crowded on weekends and school field trip days.
    Plan to stay:/
    More than 3 hours
    From the community
    Ranked #40 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • Family visit. 24/04/2018
    • Wonderful Taxidermy 23/04/2018
    • 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
    Chicago Cultural Center
    Art Galleries, Architectural Buildings
    See more photos
    janhad Says:

    This is a stop to get great information on what's happening in Chicago. Tours are offered and there are great concerts too.

    Good for
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Thrifty Traveller
    Tips
    • Any time you go is a good time. Never crowded.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #29 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • Beautiful building, shame about the unhelpful staff 24/04/2018
    • Gorgeous! 23/04/2018
    • Chicago Cultural Center
    Address:
    78 E Washington St
    Chicago, IL 60602-4801
    Phone:
    +1 312-744-3316
    Hours:
    Sun
    10:00 - 18:00
    Mon - Thu
    09:00 - 19:00
    Fri - Sat
    09:00 - 18:00
    Other:
  • Save
    Chicago Children's Museum
    Children's Museums
    See more photos
    janhad Says:

    The Chicago Children's Museum is great for little ones through pre-teens. There are 3 floors of educational and engaging experiences.

    Good for
    • Family
    Tips
    • Go during the week to avoid crowding.
    Plan to stay:/
    More than 3 hours
    From the community
    Ranked #65 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • Pricey but fun 23/04/2018
    • Skip this attraction 05/04/2018
    • Chicago Children's Museum
    Address:
    700 E Grand Ave
    Chicago, IL 60611-3436
    Phone:
    +1 312-527-1000
    Hours:
    Thu
    17:00 - 20:00
    Fri - Wed
    10:00 - 17:00
    Other:
  • Save
    Museum of Contemporary Art
    Art Museums
    See more photos
    janhad Says:

    Great place to see unusual and thought provoking artwork.

    Good for
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Art and Architecture Lover
    Tips
    • Pretty easy to get admission tickets.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #91 of 684 things to do in Chicago
    • Some great exhibitions 04/04/2018
    • Cool if that's your thing 02/04/2018
    • Museum of Contemporary Art
    Address:
    220 E Chicago Ave
    Chicago, IL 60611-2644
    Phone:
    +1 312-280-2660
    Hours:
    Tue
    10:00 - 21:00
    Wed - Thu
    10:00 - 17:00
    Fri
    10:00 - 21:00
    Sat - Sun
    10:00 - 17:00
    Other:
  • Save
    Oak Street Beach
    Beaches
    See more photos
    janhad Says:

    This is the nicest beach in Chicago to me. Despite being right on Lake Shore Drive, it's quiet and clean. Not a lot of the younger crowd most of the time. Food at the restaurant is also pretty decent.

    Good for
    • Solo
    • Friends
    • Couples
    • Beach Goer
    • Senior
    • Family
    Tips
    • Best to go during the week when it's less crowded.
    Plan to stay:/
    More than 3 hours
    From the community
    Ranked #68 of 684 things to do in Chicago
    Certificate of Excellence 2014
    • City Beach with an Incredible Skyline 06/04/2018
    • Great beach with awesome city views 06/12/2017
    • Oak Street Beach
    Address:
    1000 N Lake Shore Dr
    Chicago, IL 60611-5303
    Phone:
    (312) 742-7529
    Other:
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