This is what I would do in Chicago…
very affordable trip (especially if I decide to eat at the not-so-expensive restaurants). Tons of sites to see, including all the main attractions, many with no charge for admission.
Showing off Chicago's Best
Month:
Total (per person): 276 USD
Cruise along the river and get unobstructed views of the famous Chicago skyline and architecture. The ride is 90-minutes long and you pass by over 50 of the city’s majestic buildings. You can choose to sit indoor or outdoor and snacks are available on the ship.
Chicago, Illinois 60601-3901
Hours: May 1-Jun 13: 1p, 3p M-F, 11a, 1p, 3p Sa-Su. June 14-Oct 3: 10am, 11am, noon, 1pm, 2pm, 3pm daily; O
Take CTA RED LINE TRAIN (TO 95TH/DAN RYAN)
Tip: Order the CAF membership online because if you are doing more than one tour with the group, you will receive a buy one get one free, the phone operator will help you decide and give you the details.
More details...

This is the first Pizzeria Uno location.
Chicago, Illinois 60611-2707
Hours: 11:30a-1a M-Th, 11:30a-2a F-Sa, 11:30a-11:30p Su
Waits can be long, up to two hours sometimes
More details...


Newly renovated, spectacular views spanning up to 80 miles and 4 states. Located at the John Hancock Center. Admission: USD9.95 adults, USD7.50 senior citizens, USD6 children (5-12), children under 4 free.
Chicago, Illinois 60611-1803
From the Kennedy Expressway, exit at Ohio Street (both Ohio exits are eastbound only) and proceed East to Michigan Avenue. At Michigan, take a left (North). Proceed to Delaware Street and turn right (one-way heading east). Unload at the first building entrance. The escalator in the Delaware lobby will take you directly to The Hancock Observatory entrance.
Traveling South on Lake Shore Drive, exit at Michigan Avenue. Proceed South on Michigan to Delaware Street, turn left (one-way heading east) and unload at the first building entrance. The escalator in the Delaware lobby will take you directly to The Hancock Observatory entrance.
Traveling North on Lake Shore Drive, exit at Monroe Street and proceed West to Michigan Avenue. At Michigan, turn right (North). Proceed North until Delaware Street, and turn right (one-way heading east). Unload at the first building entrance. The escalator in the Delaware lobby will take you directly to The Hancock Observatory entrance.
The garage has entrances on Chestnut Street (westbound) and Delaware Street (eastbound).
More details...

Shopping here is like shopping on Rodeo Drive. A mile of exquisite top-of-the-line shopping. Stores on Sunday close by 7 p.m.
Chicago, Illinois 60611-5017
Hours: store hours vary
More details...

Eight-level atrium featuring more than 100 stores, restaurants and some specialty shops and boutiques.
Chicago, Illinois 60611-2203
Website: http://www.shopwatert...
E-mail: watertower@generalgrowth.com
Hours: Monday - Friday: 10:00 am - 9:00 pm, Saturday: 10:00 am - 8:00 pm, Sunday: 12:00 pm - 6:00 pm
Downtown Chicago
More details...

224 South Michigan Avenue
Chicago, Illinois 60604-2505
Website: http://www.architectu...
Hours: 9a-6p M-F, 10a-6p Sa, 10a-5p Su
Link to Directions
More details...

Chicago, Illinois 60611-4213
Hours: Lobby hours: 8a-5p M-F
More details...

The stadium was built in 1914 and it is the home of the Chicago Cubs. Wrigley Field is the second oldest active ballpark in Major League Baseball, the oldest ballpark still active is Boston’s Fenway Park.
Chicago, Illinois
The CTA red line stops directly at Wrigley Field at the Addison station.
Ballpark tours available here
The Chicago Cubs operate a shuttle and parking service at the DeVry University campus located off Addison St. and Western Avenue for all weekend and night games. For $6.00 you can park your vehicle and all occupants ride the shuttle free to and from the ballpark. Take advantage of the savings with the easy in and out of our secure remote parking facility. The first shuttle leaves two and one half hour prior to the game. The shuttle runs for one hour after all Night Games and for two hours after all Weekend Day Games.
More details...
Millennium Park is an award-winning center for art, music, architecture and landscape design. The result of a unique partnership between the City of Chicago and the philanthropic community, the 24.5-acre park features the work of world-renowned architects, planners, artists and designers.
Among Millennium Park’s prominent features are the Frank Gehry-designed Jay Pritzker Pavilion , the most sophisticated outdoor concert venue of its kind in the United States; the interactive Crown Fountain by Jaume Plensa; the contemporary Lurie Garden designed by the team of Kathryn Gustafson, Piet Oudolf and Robert Israel; and Anish Kapoor’s hugely popular Cloud Gate sculpture on the AT&T Plaza.
Since its opening in July 2004, Millennium Park has hosted millions of people, making it one of the most popular destinations in Chicago.
201 E. Randolph Street (in the Northwest Exelon Pavilion)
Chicago, Illinois 60601-7810
Website: http://www.millennium...
E-mail: millennium-park@cityofchicago.org
Hours: Open daily from 6am - 11pm.
Millennium Park is located in the heart of downtown Chicago. It is bordered by Michigan Avenue to the west, Columbus Drive to the east, Randolph Street to the North and Monroe Street to the South.
Enjoying the music and various performances on the lawn is awesome. Huge outdoor amphitheatre and an obvious Frank Gehry work of art. Admission is always free.
Visitors to the Millennium Park are encouraged to make the Millennium Park Welcome Center their first stop. The Welcome Center is located at 201 E. Randolph Street in the Northwest Exelon Pavilion.
The Welcome Center has information about the park, including maps and program schedules or you could download a map of Millennium Park now.
More details...

Exceptionally scenic fountain, and well-known by Chicagoeans. The sculpture displays giants sea horses that spray rainbow jets of water into the lagoon. It was originality built in 1927 and has since been fully renovated to restore it’s true luster.
Chicago, IL 60605-2326
Hours: 24 hours daily
Check it out at night when it lights up to a beautiful site! During the peak seasons this place can draw decent sized crowds.
More details...



Great collections including pieces from Gustave Caillebotte and Edward Hopper.
Adults: $12
Children, Students, and Seniors (65 and up): $7 Children under 12 are free.
111 South Michigan Avenue
Chicago, Illinois 60603-6404
Fax: (312) 443-0849
Website: http://www.artic.edu/...
Hours: M-W, F 10:30a-4:30p ; Th 10:30a-8p; Sa-Su 10a-5p
The Art Institute is located just one block east of the Loop and is easily accessible via the city’s “El” train system. The Brown, Green, Orange, Pink, and Purple lines all stop above ground at Adams/Wabash, in front of the museum. The Red and Blue lines stop underground at Monroe, just a few blocks away. A number of bus lines also stop in front of the museum. Currently, El fare is $1.75 per adult with an El card; $2 with cash.
Thursday from 5:00pm-8:00pm “Free Hours.”
More details...

Beautiful park with a scenic lake view alongside Buckingham Fountain.
Chicago, Illinois 60601-7327
More details...


Adult 12-64 $ 11.95
Senior 65+ $ 9.95
Youth 3-11 $ 8.50
Children Under 3 Free
Suite 3530
Chicago, Illinois 60606-6306
Website: http://www.theskydeck...
E-mail: info@theskydeck.com
Hours: May-Sep: Daily 10a-10p; Oct-Apr: Daily 10a-8p
From the Loop:
Take Adams Street west (It’s a one-way street. You can only go west!)
Just after you pass the Sears Tower, turn left on Wacker Drive.
Drive to the end of the block; turn left on Jackson. (It’s one-way too. Keep to the left!)
Entrance to the Skydeck is on Jackson between Wacker and Franklin.
More details...
The largest T-Rex named “Sue.” Be sure to checkout the “The Tutankhamun and the Golden Age of the Pharaoh Exhibit.”
Adults $12.00 ($10 for Chicago residents)
Children (ages 4-11), Students, Seniors $7.00 ($6.00 Chicago residents)
Chicago, Illinois 60605-2496
From the CTA Orange, Red or Green lines: Exit the trains at the Roosevelt stop. From there, you can take CTA bus #12 Roosevelt Road, which will drop you off right across the street from the Museum.
Both garages, as well as the Adler Planetarium parking lot, can be easily accessed via the 18th Street exit from Lake Shore Drive. Exit on 18th Street and follow 18th Street east to Museum Campus Drive and then Museum Campus Drive north to the garage entrance. Entrance to the North Garage is off Museum Campus Drive.
- go early in the morning for the King Tut exhibit. Lines in the afternoon can grow horribly long.
- Do NOT bother with the Tut exhibit, it’s a rip-off. The ads lead you to think that it’s the real thing and in fact it’s not even close.
More details...

High-class dining
Chicago, Illinois 60605-2810
Website: http://www.chicagofir...
E-mail: ahopkins@chicagofirehouse.com
Hours: 11:30a-10p Su-Th, 11:30a-10:30p F-Sa
on the corner of 14th Street and Michigan Avenue
Lunch is way more affordable.
More details...

Wild Reef Mini Pass: See Wild Reef, Waters of the World, Amazon Rising and the Caribbean Reef. Adults $18, Senior Citizens (65+), Children (ages 3-11) $14
Aquarium Only: See Waters of the World, Amazon Rising and the Caribbean Reef. Adults $8, Senior Citizens (65+) Children (ages 3-11) $6
Chicago, Illinois 60605-2402
Website: http://www.shedd.org
E-mail: contactus@sheddaquarium.org
Hours: Memorial Day to Labor Day: 9a-6p M-Su, Labor Day to Memorial Day: 9a-5p Sa-Su, 9a-6p M-F
More details...

Admission: USD16 adults, USD15 seniors, USD14 children (4-17). Mondays and Tuesdays are free throughout part of Jan, Feb, Sept-Dec months.
Chicago, Illinois 60605-2403
Website: http://www.adlerplane...
E-mail: Museum@adlerplanetarium.org
Hours: Daily 9:30a-4:30p; open until 10p on 1st Fri of each month; open until 6p during summer
More details...

Chicago, Illinois
Hours:
El: Brown Line to Western
More details...
Admission: Adult $11.00, Child (3-11) $7.00, Senior (65+) $9.50, seperate charges for various exhibits and features. Parking available in underground garage for USD5
57th Street and Lake Shore Drive
Chicago, Illinois 60637-2003
Website: http://www.msichicago...
E-mail: msi@msichicago.org
Hours: vary, check website
Trains stop at the 57th Street station, just two blocks from the Museum’s north entrance. Turn left as you exit the station. Chicago South Shore and South Bend trains only stop at the 57th Street station.
More details...


Fun college hangout spot for the students of the University of Chicago. There is a good variety of choices but their pizzas seem most popular. Their basket of fries is delicious and you get very large portions.
Chicago, Illinois 60637-1724
Hours: 9a-11:30p Su-Th, 9a-12:30a F-Sa
Bring a permanent marker and graffiti the booths, it’s customary here.
More details...

Chicago, Illinois 60637-1540
Website: http://oi.uchicago.ed...
E-mail: oi-museum@uchicago.edu
Hours: 10a-4p Tu-Sa, 10a-8:30p W, noon-4p Su, Closed M and Holidays
The Oriental Institute is located on the campus of the University of Chicago, in the southside Chicago community of Hyde Park.
For more directions go here
More details...

Renowned American architect Frank Lloyd Wright himself termed this house “the cornerstone of modern architecture.” The majority of the architectural world agrees. It is the best representation of Wright’s Prairie period and also a national landmark. The bold horizontal lines and the overhanging roofs are distinctly Wright. The house is maintained by the Frank Lloyd Wright Home and Studio Foundation.
Admission: $8, $6 seniors and children 7-18.
Chicago, Illinois 60637-1602
Hours: 11a, 1p & 3p M-F, 11a-3:30p Sa & Su, Closed: Christmas, Thanksgiving and New Year's Day
More details...

“The Best Louisiana Cookin’ Outside of New Orleans”
Chicago, Illinois 60602-1903
Website: http://www.heavenonse...
E-mail: eatcajun@heavenonseven.com
Hours: M-F 8:30a-5p, Sa 10a-3p; Dinner at 5:30p on the 3rd Fri of the month
More details...
This was the home of the famous architect and his family during the prime years of his career.
Admission: USD9 adults, USD7 youth and senior citizens; children under 6 free.
Oak Park, Illinois 60302-2007
Website: http://www.wrightplus...
E-mail: info@wrightplus.org
Hours: 11a-3p M-F, 11a-3:30p Sa-Su
Downtown Chicago (Metra)
Board train at Northwestern Station (Clinton & Madison). Take westbound train to Oak Park. Exit at Oak Park stop. Walk north on Marion Street Mall to Lake Street. Turn right on Lake to Forest Avenue. Continue north on Forest to Chicago Avenue. The Home and Studio is on the corner of Forest and Chicago. 10-15 minute walk.
Downtown Chicago (CTA)
Take westbound Green Line to the Oak Park Avenue stop. Walk under tracks and go north on Oak Park Avenue to Chicago Avenue. Turn left (west) and walk 3 blocks to the Home and Studio. 10-15 minute walk. Trains run approximately every twenty minutes. $1.75.
Downtown Chicago
Take I-290 West. Exit at Harlem Avenue (Rte. 43) Turn right (north), and drive 1.5 miles to Chicago Avenue. Turn right (east) on Chicago. The Home and Studio is 3 blocks east on the right side of the street. Oak Park is ten miles west of the Chicago Loop
baggage check facilities for the duration of your tour.
More details...

Regular Admission $8.00
Discount Admission $6.00
Seniors 65 & over
Students 22 & under w/ID
Groups of 15+
Free Admission
Children 5 & under
Oak Park, Illinois 60301-1341
Website: http://www.unitytempl...
E-mail: info@utrf.org
Hours: Tours: 10:30a-4:30p M-F, 1p-4p Sa-Su
By Train: Take the Green Line “El” to Oak Park Avenue. Walk under the viaduct, north one block to Lake Street, and west one block to Unity Temple.
By Car: From Chicago, take the Eisenhower Expressway (I-290) west to Harlem Ave & exit north (right). Go one mile (1.6 K) to Lake St. Go east (right) about .5 mile (.8 K) to Kenilworth Ave and Unity Temple.
Open for visits but the structure is undergoing a complete restoration until 2009.
More details...

Easily accessible via car or public transportation, Navy Pier offers endless entertainment and attractions to Chicagoans and their guests of all ages. No matter what the season, come to Navy Pier to experience timeless natural beauty and lively attractions every day of the year. No Admission.
Chicago, Illinois 60611-3426
Website: http://www.navypier.c...
E-mail: jclay@mpea.com
Hours: Winter: 10a-8p M-Th, 10a-10p F-Sa, 10a-7p Su, Summer: 10a-10p Su-Th, 10a-midnight F-Sa, Fall: 10a-9p
The CTA’s #124 bus provides convenient and direct service from Ogilvie Transportation Center and Union Station to Navy Pier.
TMA offers daily free trolley service between Navy Pier and State Street along Grand Avenue and Illinois Street. Current Trolley are Mondays through Thursdays 10 a.m. to 9 p.m.; Fridays and Saturdays 10 a.m. to 11 p.m.; Sundays 10 a.m. – 9 p.m. Trolleys typically run every 20 minutes. Pick-up points are indicated by “Navy Pier Trolley Stop” signs posted along the route. For more information on the TMA, visit www.tylin.com) offers daily free trolley service between Navy Pier and State Street along Grand Avenue and Illinois Street. Current Trolley are Mondays through Thursdays 10 a.m. to 9 p.m.; Fridays and Saturdays 10 a.m. to 11 p.m.; Sundays 10 a.m. – 9 p.m. Trolleys typically run every 20 minutes. Pick-up points are indicated by “Navy Pier Trolley Stop” signs posted along the route. For more information on the TMA, please visit www.tylin.com.
.
Great place to stroll on the pier overlooking Lake Michigan. It’s got a ferris wheel and boat tours. Excellent for a daytime lunch.
More details...

This drive-IN restaurant (haven’t heard of one of these in ages…) has been serving Chicago patrons for over 50 years! Expect to spend around $10 for a superdawg, fries and a soda.
Chicago, Illinois 60646-3726
For directions go here
drive here, it’s somewhat difficult via public transportation. Also, because it’s a drive-in, you might want to be in a car…
More details...
Free 40-minute tour of Chicago’s business district. Get a chance to learn about the city’s history and the famous “el” train system. Presented by the Chicago Architecture Foundation. No Admission.
Chicago, Illinois 60601-7503
Website: http://www.transitchi...
Hours: Tours depart 12:15pm, 12:55pm, 1:35pm and 2:15pm every Sat, mid June-Oct.
Obtain tickets at the Chicago Cultural Center Visitor Information Center, 77 East Randolph St at Michigan Ave.
More details...

Popular dim-sum eatery which can easily accomodate 500 people, and it often does! Menu features traditional delicious Chinese cuisine. Portions are large and prices are reasonable. Like all Chinese restaurants, there is a huge variety of meats, vegetables, seafood and soups.
Chicago, Illinois 60616-1809
Hours:
More details...

Definitely not one of the country’s largest Chinatowns, but still worth a quick visit nonetheless. Wentworth Avenue is where all the main action is. Great place to see a wide variety of unique shops and delicious restaurants. A new shopping center was recently completed here, and the city is currently trying to develop, expand and improve the area.
Chicago, Illinois 60616-1916
Website: http://www.chicago-ch...
E-mail: info@chicago-chinatown.com
Hours: store hours vary
I think it should be worth the brief side trip from the Loop.
More details...

Contemporary Art dating back to 1945. See permanent exhibits from Andy Warhol, Claes Oldenburg, Franz Kline and more.
Suggested General Admission – $10
Students with ID and Senior Citizens – $6
MCA Members and Children 12 and under, members of the military – Free
Chicago, Illinois 60611-2643
Fax: (312) 397-4095
Website: http://www.mcachicago...
E-mail: webmaster@mcachicago.org
Hours: 10a-8p Tu, 10a-5p W-Su, Closed M, Thanksgiving, Christmas and New Year's Day
The MCA is located four blocks east of the Chicago Avenue rail stop on the CTA Red Line, and is easily accessible by the #10 Museum and #66 Chicago Avenue buses, as well as several Michigan Avenue bus routes.
Admission is free all day on Tuesdays
More details...

Inexpensive prices for good Italian beef sandwiches.
Chicago, Illinois 60610-3616
Hours:
More details...

World renowned comedy club. This place help spawn popular shows such as “Saturday Night Live” and “The Kids in the Hall.” Stars that began their career here are Bill Murray, Jerry Stiller, John Belushi, Elaine May and many more. Located in Old Town part of Chicago.
Chicago, Illinois 60614-6002
Website: http://www.secondcity...
E-mail: sc1616@secondcity.com
Hours: Call for show times
More details...

Great Cupcakes and bakery.
Chicago, Illinois 60614-3109
El: Brown Line to Armitage; bus: 73 to Webster
More details...
Opened in 1935, great place for traditional American breakfast, diner-style. Some of the best prices in town for breakfast, but the waits in the mornings can sometimes be lengthy.
Chicago, Illinois 60661-5701
Hours: 5:30a-3p M-Sa, 7a-3p Su
More details...

No Admission.
800 South Halsted Street (MC 051)
Chicago, Illinois 60607-7073
Website: http://www.uic.edu/ja...
E-mail: jahh@uic.edu
Hours: 10a-4p Tu-F, noon-4p Su
The Jane Addams Hull-House Museum is located on the campus of the University of Illinois at Chicago, 800 S. Halsted Street, Chicago. It is easily reached by public transportation, the Eisenhower Expressway (I-290) and the Dan Ryan Expressway (I-90). Parking is available at Halsted and Taylor Street garage.
More details...

Great place to see for architecture lovers. Once a huge travel station, it now serves a more modest crowd, but the amazing architecture remains the same. Large Roman columns extend from the floor to the ceiling with statues atop that look down on the travelers below. Amtrak and Metra commuter trains can be found here.
Chicago, Illinois 60606
Hours:
More details...

The “Central Park” of Chicago. In fact this park was designed by the same landscape architect, Frederick Law Olmstead. The park reaches from North Avenue all the way to Ardmore, encompassing over 1,000 acres of land. Visitors can find scenic views, ponds, lakes, numerous statues and large open spaces. Features include the Lincoln Park Zoo, Chicago Historical Society and the statue of General Grant.
Chicago, Illinois 60611-3016
Hours: 7am-11pm daily
Go biking through the park!
More details...

highly rated sandwich shop at a great location by Lincoln Park. Also a favorite amongst locals.
Chicago, Illinois
Hours:
More details...

Your chance to see hundreds of different species and exotic wildlife against a gorgeous backdrop of the Chicago skyline. Highlights include a $12million greenhouse with rain forest, an ape house, the Children’s Zoo and “Farm-in-the-Zoo.” Also checkout the gift shop or dine at the Gorilla Grill or Park Place Cafe. General Admission: Free
Chicago, Illinois 60614-3862
Website: http://www.lpzoo.org
E-mail: guestservices@lpzoo.org
Hours: May 27-Sep 2: 8am-6pm Mon-Fri; 8am-7pm Sat-Sun; Sep 3-Oct 31: 8am-6pm daily; Nov 1-Mar 31: 8am-5pm d
Brookfield has a Dolphin show, which Lincoln Park Zoo does not.
More details...

Tropical greenhouse displays split up into four different viewing areas: Palm House, Fernery, Orchid House and Show House. The structure was built in the late 19th century and has a host of permanent exhibits as well as seasonal ones. If you are in town during the holidays, be sure to checkout their Christmas exhibit.
Chicago, Illinois 60614-2759
Hours: 9a-5p M-Su
More details...

Formal, high-class, coat and tie dining at one of the country’s finest restaurants. Chef Charlie Trotter has three always-changing menus that incorporate the freshest seasonal meats and ingredients. Make reservations a month to three months in advance.
Chicago, Illinois 60614-4308
Fax: (773) 248-6088
Website: http://www.charlietro...
E-mail: info@trotterstogo.com
Hours: 6p-close (10p-11p) Tu-Sat
For directions go here
More details...
Sweedish Food. One of the top places for breakfast in Town. Great Cinnamon Rolls and Sweedish Pancakes.
Chicago, Illinois 60657
Website: http://annsather.com/...
Hours: 7am - 3pm Mon and Tue, 7am - 9pm Wed - Sun, Free Parking
check website for free coupon.
More details...
Pricing Display Options
How do we figure?
The total price (per person) of your trip is an approximate value. Our members enter prices in ranges (ie. 10 - 20 USD per entree at a restaurant). Then, depending on the travel style you have selected for yourself, we estimate how much we think you would spend (ie. If your travel style is "inexpensive," you would probably end up spending $10 at the mentioned restaurant). It's all hokey science, but if you are like us and travel on a budget, knowing approximately how much you will spend on a trip is of utmost importance.
To change your travel style and currency for this trip only, please click here. To change your default user settings, please go to your account page.
You have no unscheduled Accommodations at this time.


Expand All Items
Close All Items
Comments