Southwest Side Travel Guide
Tourist Guide





Visit Southwest Side

Congress Plaza Hotel
"Beautiful hotel with a fascinating and storied history. The lobby looks nothing like the photograph online because there is very little lighting. The hotel bar felt more like a dive bar than a proud part of Chi-town history. The rooms were nice, albeit a throwback to the last century (we liked it) ..."
Reviewed on 8 Jun 2026

Hyatt Regency O'Hare Chicago

The Chicago Hotel Collection - Magnificent Mile
"Elevator is very slow, showers are tiny"
Reviewed on 8 Jun 2026

Sentral Michigan Avenue
"The apartment bedroom was great if you like a lot of space and a kitchen. There is no place to eat on the premises. Whatever you do don’t buy anything from the vending machine unless your desperate; no soda or water is worth $10."
Reviewed on 8 Jun 2026

Kasa Magnificent Mile Chicago
"Great location, excellent communication. The unit was clean and comfortable. Would book again!"
Reviewed on 8 Jun 2026

Level Chicago – Old Town
"Our reservation was moved to a different level property nowhere near where we wanted to be. It was such a disappointing stay all around."
Reviewed on 8 Jun 2026
Popular places to visit

Wrigley Field
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
Explore a world of travel with Expedia
- 5 Star Hotels in Chicago
- Hotels near Auditorium Building and Theatre
- Bridgeport Hotels
- Brighton Park Hotels
- Hotels near Cadillac Palace Theatre
- Hotels near Cermak-Chinatown Station
- Motels in Chicago 103rd Street Station
- Aparthotels in Chicago 35th Street-Lou Jones-Bronzeville Station
- Hotels near Chicago 47th Street Station
- Inns in Chicago 51st-53rd Street Station
- Aparthotels in Chicago 55th-56th-57th Street Station
- Aparthotels in Chicago 99th Street Station
- Farmstay in Chicago
- Hotels near Chicago Arts District
- Hotels near Chicago City Hall
- Business Hotels in Chicago
- Hotels Suites in Chicago
- Hotels with Views in Chicago
- Hotels with Airport Transfers in Chicago
- Hotels with Early Check-in in Chicago
- Hotels with Indoor Pools in Chicago
- Nh Hotels in Chicago
- Riverside Hotels in Chicago
- Spa Hotels in Chicago
- Aparthotels in Chicago McCormick Place Station
- B&B in Chicago McCormick Place Station
- Hostels in Chicago McCormick Place Station
- Resorts in Chicago McCormick Place Station
- Beach Resorts & in Chicago Museum Campus
- Palaces in Chicago
- Aparthotels in Chicago Union Station
- Hotels near Chicago Union Station
- Hostels in Chicago Western Avenue Station
- Hotels near Chicago Western Avenue Station
- Cheap Hotels in Chinatown
- Hotels with Entertainment in Chinatown
- Chinatown Hotels
- Motels in Cicero
- Hotels near Cicero Station
- Hotels with Room Service in Clearing
- Hotels with smoking rooms in Douglas
- Douglas Hotels
- Boutique Hotels in Englewood
- Essex Hotels
- Hotels near Field Museum of Natural History
- Hostels in Forest View
- Forest View Hotels
- Cheap Hotels in Grand Boulevard
- Hostels in Hometown
- Hometown Hotels
- Hotels near House of Blues Chicago
- Cheap Hotels in Hyde Park
- Luxury Hotels in Hyde Park
- Hyde Park Hotels
- Hotels near Illinois Institute of Technology
- Cheap Hotels in Illinois Medical District
- Hotels Suites in Kenwood
- Kenwood Hotels
- Hotels near King Drive Station
- Hotels near Lakefront Trail
- Little Italy Hotels
- Cheap Hotels in Little Village
- Luxury Hotels in Little Village
- Little Village Hotels
- Lower West Side Hotels
- Hotels near McCormick Place
- Cheap Hotels in McKinley Park
- Hotels near Midway Intl.
- Hotels near Midway Station
- Boutique Hotels in Oakland
- Cheap Hotels in Oakland
- Luxury Hotels in Pilsen
- Prairie District Hotels
- Hotels near Randolph-Wabash Station
- Motels in Roosevelt Station
- Hotels near Rush University Medical Center
- Hotels near Soldier Field
- South Loop Hotels
- South Shore Hotels
- Hostels in South Side
- Resorts in South Side
- Hotels with Connecting Rooms in South Side
- Hotels with Room Service in South Side
- Romantic Hotels in South Side
- Hotels near State Street
- The Loop Hotels
- Hotels near United Center
- Hotels near University of Chicago
- Hotels near University of Chicago Medicine
- Hotels near University of Illinois Chicago
- West Loop Hotels
- Hotels near Wintrust Arena


