Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.


Near South Side Vacation

Save Time and Money with Near South Side Vacation Packages

Get instant savings by purchasing a Near South Side travel package. Just pick your favorite options and Expedia will do the rest.

Smart jetsetters can earn savings of up to $583* by booking a combined package deal on Expedia.

With more than 550 partner airlines and 1,000,000 worldwide properties available to you on our global database, you'll have your dream vacation in no time!

If you have to change your travel plans, we will honor your cancellation request on almost all bookings with no added fees.

Places to Visit in Near South Side

It's enjoyable to just stroll around the streets in a new destination, but sometimes it's wise to have a plan. Grab your travel program — we have plenty of awesome ideas for your forthcoming Near South Side vacation.

If you're planning to stay in Near South Side, there's no way you'll be able to miss out on the McCormick Place. This iconic attraction draws in scores of tourists from all across the world. Ready to see what all the hype is about?

This suburb just can't disappoint when it comes to awesome attractions. The Field Museum of Natural History and John G. Shedd Aquarium are some highlights that are only a stroll away.

Space is said to be humankind's final frontier. At Adler Planetarium and Astronomy Museum you can go on a guided tour and find out more about the mysteries of space. There's an excellent range of things to do in this destination. If the youngsters are bored with sightseeing and need to expend some energy, why not take them on an outing to Grant Park? It's a great place to play a game of tag and kick a ball around. Still have time to spare? Over the years, countless great thinkers and trailblazers have studied behind the illustrious doors of Columbia College Chicago. Learn about its lengthy history and accomplishments, and wander the campus during a guided tour.

Traveling isn't just about destinations and posh hotels. It's about the experiences you have and the unforgettable memories you collect on the way!

Comtemplating what to do first? Why don't you think about trying out a Tommy Gun's Garage Dinner Show?

For a comprehensive list of activities, head to our Near South Side things to do page.

Near South Side Accommodations

With a number of properties available in Near South Side, you'll be sure to find one that suits. Luxury getaways and cheap vacations — Expedia has everything you need.

If you need to keep an eye on your bank balance, why not look into inexpensive accommodations such as the Travelodge Hotel Downtown (65 E Harrison St) and the Chinatown Hotel Chicago‏ (214 West 22nd Place)? Both have great reviews! Want to spoil yourself instead? You can live it up at The Wheeler Mansion (2020 South Calumet Avenue) or the Hyatt Regency McCormick Place (2233 S Martin Luther King Dr).

Nearest Airports to Near South Side

Let's be honest, no one really enjoys waiting around at the airport. However, if you focus on the fantastic trip to Near South Side ahead of you, it becomes less of a chore. After all, you'll be just 8 miles to the southwest of the neighborhood center when the plane touches down at Midway International Airport (MDW).

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2020, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Guide to Exploring around Near South Side


Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Best Lodging Options Near Near South Side

See all 1,570 Properties in Near South Side
Hyatt Regency McCormick Place $143
Reviewed on Jul 29, 2020
See details
 
Hyatt Regency McCormick Place

Hyatt Regency McCormick Place

2233 S Martin Luther King Dr, Chicago, IL
     
    4.5 of 5
    4.0 out of 5.0 Stars

    It's a very good and located in a free traffic zone

    Hampton Inn Chicago McCormick Place $118
    Reviewed on Aug 5, 2020
    See details
     
    Hampton Inn Chicago McCormick Place

    Hampton Inn Chicago McCormick Place

    123 East Cermak, Suite 100, Chicago, IL
       
      4.5 of 5
      3.0 out of 5.0 Stars

      Everything was Great, I’m definitely staying here when I go back to Chicago

      Home2 Suites by Hilton Chicago McCormick Place $128
      Reviewed on Mar 17, 2020
      See details
       
      Home2 Suites by Hilton Chicago McCormick Place

      Home2 Suites by Hilton Chicago McCormick Place

      123 E. CERMAK ROAD, Chicago, IL
         
        4.5 of 5
        3.0 out of 5.0 Stars

        The pricing of the parking was out of my price range. Was not offered daily rates even after calling the hotel to confirm

        Hilton Garden Inn Chicago McCormick Place $142
        Reviewed on Mar 20, 2020
        See details
         
        Hilton Garden Inn Chicago McCormick Place

        Hilton Garden Inn Chicago McCormick Place

        123 East Cermak, Suite 300, Chicago, IL
           
          4.5 of 5
          3.0 out of 5.0 Stars

          Everything looked brand new and sparkling

          The Wheeler Mansion $180
          Reviewed on May 30, 2020
          See details
           
          The Wheeler Mansion

          The Wheeler Mansion

          2020 South Calumet Avenue, Chicago, IL
             
            4.3 of 5
            4.0 out of 5.0 Stars

            Nice rooms staff was polite good location overall nice stay

            Hotel BnB
            Reviewed on Jul 29, 2020
            See details
             
            Hotel BnB

            Hotel BnB

            1316 S Michigan Ave, Chicago, IL
               
              5.0 of 5
              0.0 out of 5.0 Stars

              Very Comfortable pods. Very Professional staff. I enjoyed me stay. It us a quiet place to relax and gain peace of mind from the hustle and bustle of daily work stressors. The owner was available if needed. All requests were answered promptly. The hotel provides robes , toothbrush , toothpaste, and ...

              Sonder - Coeval
              Reviewed on May 4, 2020
              See details
               
              Sonder - Coeval

              Sonder - Coeval

              1419 South Wabash Avenue, Chicago, IL
                 
                4.3 of 5
                3.5 out of 5.0 Stars

                Nice neighborhood easy access & a great place for kids

                Marriott Marquis Chicago
                Reviewed on Feb 23, 2020
                See details
                 
                Marriott Marquis Chicago

                Marriott Marquis Chicago

                2121 South Prairie Avenue, Chicago, IL
                   
                  4.5 of 5
                  4.0 out of 5.0 Stars

                  Great location. Staff was very friendly and allowed early check in.

                  Top Activities in Near South Side

                  See all 205 things to do in Near South Side

                  Save Time and Money with Near South Side Vacation Packages

                  Get instant savings by purchasing a Near South Side travel package. Just pick your favorite options and Expedia will do the rest. Smart jetsetters can earn savings of up to $583* by booking a combined package deal on Expedia. With more than 550 partner airlines and 1,000,000 worldwide properties available to you on our global database, you'll have your dream vacation in no time! If you have to change your travel plans, we will honor your cancellation request on almost all bookings with no added fees.

                  Places to Visit in Near South Side

                  It's enjoyable to just stroll around the streets in a new destination, but sometimes it's wise to have a plan. Grab your travel program — we have plenty of awesome ideas for your forthcoming Near South Side vacation. If you're planning to stay in Near South Side, there's no way you'll be able to miss out on the McCormick Place. This iconic attraction draws in scores of tourists from all across the world. Ready to see what all the hype is about? This suburb just can't disappoint when it comes to awesome attractions. The Field Museum of Natural History and John G. Shedd Aquarium are some highlights that are only a stroll away. Space is said to be humankind's final frontier. At Adler Planetarium and Astronomy Museum you can go on a guided tour and find out more about the mysteries of space. There's an excellent range of things to do in this destination. If the youngsters are bored with sightseeing and need to expend some energy, why not take them on an outing to Grant Park? It's a great place to play a game of tag and kick a ball around. Still have time to spare? Over the years, countless great thinkers and trailblazers have studied behind the illustrious doors of Columbia College Chicago. Learn about its lengthy history and accomplishments, and wander the campus during a guided tour.

                  Traveling isn't just about destinations and posh hotels. It's about the experiences you have and the unforgettable memories you collect on the way! Comtemplating what to do first? Why don't you think about trying out a Tommy Gun's Garage Dinner Show? For a comprehensive list of activities, head to our Near South Side things to do page.

                  Near South Side Accommodations

                  With a number of properties available in Near South Side, you'll be sure to find one that suits. Luxury getaways and cheap vacations — Expedia has everything you need. If you need to keep an eye on your bank balance, why not look into inexpensive accommodations such as the Travelodge Hotel Downtown (65 E Harrison St) and the Chinatown Hotel Chicago‏ (214 West 22nd Place)? Both have great reviews! Want to spoil yourself instead? You can live it up at The Wheeler Mansion (2020 South Calumet Avenue) or the Hyatt Regency McCormick Place (2233 S Martin Luther King Dr).

                  Nearest Airports to Near South Side

                  Let's be honest, no one really enjoys waiting around at the airport. However, if you focus on the fantastic trip to Near South Side ahead of you, it becomes less of a chore. After all, you'll be just 8 miles to the southwest of the neighborhood center when the plane touches down at Midway International Airport (MDW).

                  Questions about travel to Near South Side? Try asking our chatbot.