Things to do in Chicago

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Talk to a Chicagoan for the best tips on what to do and see in the windy city

Travel books and websites abound about what to see and do in Chicago. Not to knock the advice of seasoned travelers or authorities like Frommer's - but the advice of a local always adds to the professional and 'official' sight-seeing advice.

If you're in the area, planning a trip to Chicago, or even live in the city and are just trying to do something different for the day, have a look at my suggestions. Feel free to add your own advice too - I'm not the be-all and end-all of Chicago here!

Important Chicago Phone Numbers 

Everything from the CTA Chicago Transit Authority, major airlines serving Chicago, the Police & Fire Departments and more

Just in case you have an emergency in Chicago or just are in need of some official information, refer to this handy listing of Chicago phone numbers.

Classic images of Chicago 

Chicago is a beautiful town architecturally. It offers some well-known and famous views. In the summer, you can really enjoy the views - from the lake, the river or the streets!

Navy Pier and Chicago from the Ferris wheel by nouQraz

From the ferris wheel at Navy Pier

Holiday Time in Chicago by jlurie

Chicago during the winter holiday

Wrigley Building by *Mandana

The Wrigley Building

1060 West Addison St.  Chicago USA by Dizzy Atmosphere

Wrigley Field and the Chicago Cubs

White Sox game by JRPMS (on vacation)

Comiskey Park and the Chicago White Sox

North Shore Sunset by James Neeley

Chicago's North Shore

Chicago, along the waterfront. by deegs

Buckingham Fountain by day

Buckingham Fountain [Explored] by Maricel Cruz [so much catching up]

Buckingham Fountain by night

Chicago, IL - 10/20/04 by Christopher & AmyCate

The 'El' trains of Chicago

Array by ms. stephanie brown

Wicker Park

Zoos, Animals and Nature in Chicago 

Lincoln Park Zoo
The Lincoln Park Zoo is a great day out in Chicago! Located right in the middle of things and with free admission, you'll have a great time looking at the exhibits and animals, see fantastic views of the skyline, and take in some nearby sights. A Lake Michigan beach, garden, arboretum and the Peggy Notebaert Nature Museum are all within walking distance.
The Peggy Notebaert Nature Museum
Fomerly the Chicago Academy of Sciences, the Peggy Notebaert Museum was founded in 1999. The Chicago Academy of Sciences, however, was founded in 1857, being moved to its present Lincoln Park location in 1894 (after having been devastated by the Chicago Fire). It boasts the only year-round butterfly haven and is a fascinating example of green building technology.
John G. Shedd Aquarium
"In 1930, 20 railroad tank cars made eight round trips between Key West and Chicago to deliver 1 million gallons of seawater for Shedd's marine exhibits."

The history of Shedd Aquarium is part vision and part ingenuity. Our founder, John G. Shedd, retired president of Marshall Field & Company, was a marketing genius and just as bold and ambitious as his city. He was determined to transform Chicago into a world-class metropolis.

Science Museums & Attractions 

Adler Planetarium
Chicago's Adler Planetarium was founded in 1930 by Max Adler, a Chicago businessman. Located on a former man-made island in Lake Michigan (Northerly Island), it was designed by Ernest Grunsfeld. Mr. Grunsfeld's grandson, John Grunsfeld, is now a NASA engineer.
Museum of Science & Industry
Take part in live science experiences, view films at the Omnimax and 3d Theatres and tour both the permanent and traveling exhibits at Chicago's Museum of Science & Industry. Some of the more famous attractions at this museum are The Great Train Story, The Coal Mine, All Aboard The Silver Streak: Pioneer Zephyr and the U-505 Submarine.

Culture - History and Art Museums 

From World Class Museums to Local History

Chicago has plenty of museums. Here is a listing of museums dealing with local history, world history, art and culture.
The Art Institute of Chicago
The Art Institute of Chicago, founded in 1879 as both a museum and school, first stood on the southwest corner of State and Monroe Streets. It opened on its present site at Michigan Avenue and Adams Street in 1893. Built on rubble from the 1871 Chicago fire, the museum housed a collection of plaster casts and had a visionary purpose: to acquire and exhibit art of all kinds and to conduct programs of education. The collection now encompasses more than 5,000 years of human expression from cultures around the world, and the school's graduate program is continually ranked as one of the best in the country. Within the next decade, a new complex will continue this process of growth.
The Field Museum
The Field Museum was founded to house the biological and anthropological collections assembled for the World's Columbian Exposition of 1893. These objects form the core of the Museum's collections which have grown through world-wide expeditions, exchange, purchase, and gifts to more than twenty million specimens. The collections form the foundation of the Museum's exhibition, research and education programs, which are further informed by a world-class natural history library of more than 250,000 volumes.
Chicago History Museum
The Museum's collection of over 22 million artifacts and documents is a rich source for the study of Chicago history, both as urban center and as part of the larger United States.

The Chicago History Museum's Exhibits cover: architecture, archives & manuscripts, books & published materials, costumes, decorative & industrial arts, oral history, film & video, paintings & sculpture, prints & photographs.
Chicago Cultural Center
As one of the most comprehensive free arts showcases in the United States, this landmark building is the setting for hundreds of programs and exhibitions presented annually by the Chicago Department of Cultural Affairs.

The nation's first free municipal cultural center, the Chicago Cultural Center is one of the city's ten most popular attractions and is considered one of the most comprehensive arts showcases in the United States. Each year, the Chicago Cultural Center features more than 1,000 programs and exhibitions covering a wide range of the performing, visual and literary arts.

Amusement Parks 

Something for the kids or the young at heart.

Chicago's weather is brutal in the winter. During the late spring and summer, and going through Halloween usually, amusement parks are open though. Here are some of the more popular ones.
Kiddieland Amusement Park
For smaller children, you can't beat Kiddieland. Its small enough to enjoy the whole park in the attention span of small children. "Guests" visiting the park on a regular basis include Spongebob Squarepants, Dora the Explorer, Diego, Scooby Doo and others. Free soft drinks are avaible for the whole family from self-serve fountains located throughout the park. All in all, its a great day out for the little ones and a great value for money.
Six Flags Great America and Hurricane Harbor
If water parks and big thrill rides and roller coasters are your idea of a good time, you won't want to miss Six Flags Great America and Hurricane Harbor. Look for coupons to reduce the admission price - I've gotten some from Dunkin Donuts and even for being on Chrysler.com's mailing list! Although not located in Chicago (its in Gurnee, slightly to the north of the city), its a manageable drive.

Sightseeing In Chicago 

Some of the marvels

Here are some of the sights to see in Chicago that are tourist destinations in their own rights. Admittedly, I haven't been to them all, but the locals are the last to visit their own tourist attractions, right?
The Sears Tower
Standing at 1,450 feet and 110 stories high, Sears Tower is the tallest building in North America and the third tallest building in the world.

Chicago's Ethnic Neighborhoods 

Indian, Greek, Chinese, Mexican...

Chicagoans have stuck to their little groups for the most part when it comes to communities. They do welcome visitors to their areas though. Check out the ethnic areas of Chicago for some real-life tourism (and some good eats too!)
Chinatown in Chicago
The largest influx of Chinese to Chicago came in the 50s and 60s, with the move to communism in China and more lenient immigration laws in the US. During these two decades the Chinese population in Chicago doubled itself from 7,000 to 14,000. By 1970, Chicago ranked fourth in Chinese population in America.

The present South Chinatown consists of 8 city blocks, bounded by Cermak Road, the railway embankment, Wentworth and 26th Street.

For Chinese-Americans, Chinatown is a center of cultural identification and heritage. They will come for Chinese groceries, food and publications.

To the larger community, it is a tourist attraction, serving as an introduction to the Chinese culture and cuisine.
Chicago's Greektown
Highlighted in the film "My Big Fat Greek Wedding", Chicago's Greek Town is a vibrant community.

Greektown is part of the Near West Side, made up of several neighborhoods. It is bounded on the north by Lake Street, on the south by Congress Parkway, on the east by the Kennedy Expressway and on the west by Racine Avenue.

Although many other nationalities work and reside in Greektown aside from just the Greeks, pride in Greek culture resounds from the area.
India Town on Devon Avenue
Looking up Devon Avenue, or "India Town", in a search engine brings lots of restaurant reviews and culinary journals of visits to this area. Located in Rogers Park, Devon Avenue is home to many of the city's Indian and Pakistani residents. Travel further west on the same street and the flavor changes to Russian and Orthodox Judaism.

A day out on Devon Avenue is a treat for adults and children alike. The smells are almost as delicious as the food. You can pick up some specialist groceries for your own take on Indian cuisine. And, finally, little girls will love looking at the gorgeous jewelry and saris on display in the windows and shops.

Pick up some home decor with some exotic flavor, some intricate Indian gold jewelry, or even visit a local salon for some eyebrow threading and henna treatments.
Pilsen - a taste of Mexico
Wikitravel offers an excellent guide to the Pilsen area of Chicago, offering advice on everything from how to get there to what to do once you're there. Safety info is also included - remember, Pilsen is a real, working-class neighborhood, not just a tourist attraction!

Pilsen covers the arts district in East Pilsen (18th and Halsted) and the commercial center in West Pilsen (18th and Ashland). Be prepared for a manageable, yet lengthy, stroll between the two areas of this neighborhood.
Little Italy
Little Italy is bordered on the north by the Eisenhower Expressway, on the east by the Kennedy Expressway, on the south by Roosevelt Road and on the west by Polk Street.

The Little Italy community is densely populated and diverse. While many of the inhabitants of the area are students attending the University of Illinois at Chicago, there remains a significant number of Italian families living in the area. As the neighborhood becomes more affluent, young professionals have also begun to buy condominium space in the area.

Shopping 

From the Magnificent Mile to Chicago's Neighborhoods

Chicago has plenty of shopping, world-class shops and independent boutiques abound. Check here to see what is where.
SeeMore Shopping
SeeMore Shopping is an excellent portal for shopping in the Chicago area. Choose to view shops by the category of shop, the area you will be shopping in, who has sales going on, etc... Even shopping malls and shops in the Chicago suburbs are listed.
The Magnificent Mile
With a special section for visitors & travel, definitely check this out if you're a visitor to Chicago and want to see Chicago's Michigan Avenue. The site also lists seasonal events, not-to-be-missed offers and tours, photographs and more information concerning hotels, shopping, dining and culture on Chicago's Michigan Avenue.
Water Tower Place
"At the pinnacle of Chicago's famed Magnificent Mile, Water Tower Place is Chicago's premier shopping destination. Its stunning eight-level atrium features more than 100 of your favorite stores and restaurants plus a mix of distinctive specialty shops and boutiques. It offers a unique, high-energy urban shopping experience you simply won't find anywhere else in the city. In short, Water Tower Place is the place to shop."

Sports 

Take me out to the ball game, or the basketball game, or the football game.

Chicago has plenty of famous and historic sporting venues. Even if our teams NEVER win, at least we're famous for being losers! See the Cubbies or the White Sox play, watch the Chicago Bears or the Bulls, there's plenty of well-known sports teams around. Even if you don't catch a game, a trip to Chicago isn't complete without a visit past Wrigley Field
Wrigley Field
Wrigley Field is located on the North Side of Chicago and is home field for the infamous Chicago Cubbies. Are they cursed by a goat? Whether they are or not they never win. Wrigley Field has hosted another celebrity sports figure as well, Harry Carey. A statue of him graces the entrance of Wrigley Field - if you're a baseball fan, you can't miss this one.
U.S. Cellular Field (New Comiskey Park)
Without as much sightseeing and nightlife as Wrigleyville has to offer, US Cellular Field (or the New Comiskey Park) is home to the Chicago White Sox. If you want a more affordable sporting event, and also want to see a team that has actually won something recently, a trip to US Cellular Field is in order.

Outdoors in Chicago 

Savor the nice weather when you can!

Chicago's Beaches
This website, maintained by the Chicago Park District, lets you know when its safe to swim in Lake Michigan and when its not, which beaches are open, which beaches are closed, where the swimming beaches are with lifeguards on duty, maps of the lakefront trails and also a guide to other indoor lakefront attractions.

Chicago Filmings 

What's being shot

Seeing a major motion picture being shot can be a thrill. I recently took the kids down to Lincoln Ave. to see the final scene of a new Johnny Depp film being shot (Public Enemies). The film is all about gangster John Dillinger and they recreated the actual street where he was shot in authentic detail for the 1930s. We got a chance to walk around the set before the shooting began and got to see all the Hollywood props. Quite an experience and got some good photos!
Everyblock Chicago - Chicago Filmings
Lately, Chicago has hosted many filmings, Batman - The Dark Knight perhaps most famously. Check out this listing provided by Everyblock Chicago to see if you can catch a filming! Search by film title or type, neighborhood or zip code.

Movie Theatres and Cinemas 

What's playing where

You're probably a local if you'll want to see a film while in Chicago. I find it handy to know where to look up what's playing and prices for movie theaters. If you're coming in to town to visit family with children, this could be ideal. AND, tourists would definitely enjoy a trip to the IMAX theatre at Navy Pier. So maybe movie listings and times isn't such a bad idea. Here it goes!
IMAX Theatre at Navy Pier
For a larger than life cinematic experience, head over to the Navy Pier IMAX Theatre. See what's playing and even buy your tickets online.
AMC River East
Located at 322 East Illinios St., AMC's River East Cinema is in Chicago's Loop, near the NBC Tower and the Tribune Tower. It features stadium seating and hosts numerous films.
AMC Loews
Located at 600 North Michigan Ave., AMC's Loews Cinema is right near the Lake in the heart of Chicago's Loop. Between Ontario and Ohio on Michigan Avenue, this theatre show numerous films and has accomodations for the disabled.
Kerasotes City North
Located at 2600 N Western Ave., Kerasotes City North will have more of a local crowd, being near Logan Square, Bucktown and other primarily residential areas. Many films are shown and this theater offers stadium seating.
Kerasotes Webster Place
Again hosting many films, Kerasotes Webster Place is located at 1471 W. Webster Avenue, near DePaul University and Lincoln Park. You will find many students frequenting this cinema. Accomodations are available for the disabled.
Landmark Century Centre Cinema
At 2828 N. Clark Street, just south of Wrigleyville, the Landmark Century Centre Cinema might be a good bet if you plan on spending the day out shopping, people-watching or dining nearby. Accomodations are available for the handicapped.
AMC Loews Pipers Alley
AMC Loews Pipers Alley shows 5 major motion pictures, with accomodations for the handicapped. Located at 1608 N. Wells St., this cinema is just around the corner from the Chicago Historical Society (also near Lincoln Park Zoo) in Lincoln Park.
ICE Chatham 14
ICE Chatham 14 Cinema shows many new releases and is located at 210 W 87th Street, on Chicago's South Side. It is easily accessible off the Dan Ryan Expressway.
Century Evanston 18
Located at 1715 Maple Ave in Chicago's North Shore area, the Century Evanston 18 shows a good selection of new releases, with stadium seating and even has rocking chairs and love seats available!
The Logan Theatre
If you don't mind seeing releases that have been out for a few weeks, and an older theatre atmosphere, the Logan Theatre is the place for you. Located at 2646 N. Milwaukee Ave (in Logan Square). $3 for a movie - not luxurious but an affordable experience!

Cool Places to Eat 

Unusual or Not-To-Be-Missed Restaurants

Sometimes you eat at one restaurant, then walk past one a few blocks down that you wish you would've stopped at instead. Here's a listing of unique Chicago restaurants - some for their location, some for their history, and some for their food.
Oak Street Beachstro
The Oak Street Beachstro offers the best views of Lake Michigan in town - its right on the beach! Just steps away from Michigan Avenue - it is probably one of the best al fresco dining venues in the city. A breakfast buffet is offered, as well as lunch and dinner menus. Because of its location, it is only open during the summer. Packages are offered for the Chicago Air Show and other events. Click through for a menu, directions, photos and hours.
Castaways
If you're with kids, or just being casual at the beach, you may opt for Castaways rather than the slightly more formal (and slightly more expensive) Oak Street Beachstro. This is also more of a place for young adults having a wild time on the beach in the evening. A quick walk from Lincoln Park Zoo or the Peggy Notebaert museum and again right on the beach, Castaways offers a snack bar and ice cream snacks. A full bar is available, and it features live music as well as volleyball tournaments on the beach ocassionally.
The Signature Room at the John Hancock Tower
Cheaper than visiting the observation deck at the John Hancock Tower, you can have a drink in the Signature Room's Lounge and enjoy the view from just under the Observation Deck (no refreshments provided up there BTW!). For an impressive dinner, the Signature Room boasts a full service restaurant and even features buffets occasionally.
Superdawg
This is a really cool local (and still family run) business that's been around since the 1940's. The last time I took the kids here, the people in the car next to us had a visitor from Denmark with them who apparently always insists they take him here on visits to Chicago ("it's the best"). The atmosphere is authentic, with car hops and all. The food is fantastic - (try the Pineapple Super Soda with your meal!) - Slightly off the beaten path, its not near any city attractions, but perfect if you've gone out to the suburbs for the day and are returning to the city.

Chicago Cruises 

Even though you're not on a coast, you can still get nautical.

Whether you opt for a tour down the Chicago River, a dinner cruise on Lake Michigan or a quick water taxi ride, there are cruising options available in Chicago. Here's a listing.
Odyssey Dinner Cruises
Not only offering dinner cruises, the Odyssey also offers brunch and moonlight cruises as well as catering private events. Odyssey cruises depart from Navy Pier and range in price from around $40 per person to over $100 per person.
Mystic Blue Cruises
Mystic Blue Cruises offer brunch, lunch, midday, dinner and cocktail cruises on Lake Michigan, ranging in price from around $30 per person to nearly $75 per person. Mystic Blue Cruises depart from Navy Pier.
The Spirit of Chicago
Cruising with the Spirit of Chicago takes you over Lake Michigan for the standard brunch, lunch, happy hour, dinner, cocktail cruises. They also offer narrated cruises focusing on Chicago's architecture and skyline, Gospel cruises and other special themes and events. The Spirit of Chicago departs from Navy Pier and prices range from around $30 per person to nearly $90 per person, depending on the cruise and season.
Seadog Cruises
Chicago's Seadog Cruises offer speedboat lake tours, river and lake architectural tours, and the 30-minute long "Seadog Extreme" 'thrill' cruises (about $20 for children, $30 for adults). All cruises provided by Seadog are under $30, with infants cruising for free. Seadog cruises depart from Navy Pier.

Using Public Transportation 

Skip the Parking, Go Green and See Chicago

If you're on a holiday, Chicago's public transportation is the best option for getting around the city. During the summer, the city even provides a free "trolley", transporting people between various museums and sight-seeing attractions. Two big companies independently serve Chicago's public transportation: the CTA (Chicago Transit Authority) and the Metra (longer journeys connecting the city with the suburbs or maybe connecting you to Union Station and Amtrak trains for further travel).

Both sites below have interactive functions where you can plan your journey when giving a starting and ending location, system maps, information on buying tickets and more. Even as a local, I use these resources regularly.
Chicago Transit Authority
Your source for using public transportation in the city of Chicago. Information is available on city buses and 'El' trains. Use the trip planner to get expert advice on how to get from A to B (you can even state preferences on maximum walking distances, if you'd prefer a more direct route or a quicker route, etc...)
Chicago Metra Rail
Metra is THE way to get between the Chicago suburbs and the city. They are also the providers of the free downtown Chicago trollies during the summer. The Metra website offers system maps, advice on parking, and ticket prices. You can also get coupons, free rides and more when you request information from them. Check them out.

Parking in Chicago 

Determined to drive?

Don't say we didn't warn you! Chicago has horrible problems with traffic. That being said though, if you need to be somewhere by a specific time, driving is probably your best bet. While the public transportation is good here, its not regular. If you can't afford to be late, you'd better drive.

Parking in Chicago is expensive and in short supply at any of the public garages or car parks. Be careful if parking in any residential areas too - many require a permit to park there for ANY amount of time, and you WILL get a ticket (meter maids are all over the place here - they're quick too!). 'Permit Only' areas are marked with signs - have a look around.

If you still haven't been swayed to take a bus, train or taxi, read on to explore your parking options.
PILMC - Chicago Parking Map
This java-enabled site takes a few minutes to load up, but it's very good for finding parking garages in the Chicago area and going directly to their websites. Shop around for the best rate before you get there.

Book your flight! 

Getting there by air

Ready to visit? Check out Orbitz for airfare to Chicago - via either O'Hare or Midway airports.

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Get a few guidebooks 

Something to take with you

The internet is a great resource for planning your trip. Things like guidebooks and pocket maps are indispensable though when you actually hit the road. Shop eBay and find some Chicago guide books.

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What's your tie to Chicago 

Chicago has alot of different people with different purposes - just like any other big city. So, what's your tie to Chi-town?

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What did you think? 

Chicago is a big town, and maybe this lens needs to grow too!

If I waited to publish this lens until I covered everything Chicago has to offer, it would never get done! Please let me know if I've left anything out that you think just can't be missed. Maybe you'd like more advice on parking options, getting around the city, hotel recommendations, etc...

Or - maybe you think I've done a good job so far... Whatever you want to say about this insider's guide to Chicago - here's the place!

JenOfChicago wrote...

Great lens, very comprehensive! Thanks for joining the All Things Chicago group at http://www.squidoo.com/groups/allthingschicago

ReplyPosted April 14, 2009

norbridgeantiques wrote...

I love Chicago! 5*

ReplyPosted April 11, 2009

drifter0658 wrote...

Very nice..I really loved that town. Is that German restaurant still out on Halstead?

And thanks for the congrats ;)

ReplyPosted February 28, 2009

KimGiancaterino wrote...

Very comprehensive! I've never been to Chicago, but would like to visit someday. Welcome to All Things Travel.

ReplyPosted August 04, 2008

Lensmaster

Lovely Lens 5* and a favourite and welcome to Travelmania Group
Tapir Travel

ReplyPosted July 31, 2008

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