
South Loop Holiday Deals

South Loop Holiday Package Deals
Hire cars, airfares, hotel bookings and activities — at lastminute.com.au, we can bundle all of these things into a simple little package. So, you'll have less paperwork to deal with and more spending money for South Loop!
If you get a move on, you could save approximately . Just think of all the things you can do with that extra cash!
Our huge database contains about 400 partner airlines and 282,000 hotels. Craft a deal that's as individual as you are!
Our seriously good-looking prices are sure to satisfy! And what's even better? With our Price Pledge, if you find a lower price on your hotel or package within 24 hours of booking, we'll match it by refunding you the difference.Terms and conditions apply.
Holidays in South Loop
Like good chocolate and selfies, there’s no such thing as too much travel. So why not make South Loop, Chicago, your next big adventure? With so many places to roam and things to keep you entertained, it's not hard to see why 2,700,000 locals have made this vibrant city home. Arriving by plane? Once you've grabbed your bags at Midway International Airport, you'll need to head 13 kilometres northeast to reach South Loop. The neighbourhood is 2 kilometres to the south of the city centre.
With many of the city's leading attractions nearby, South Loop is a dream for sightseers. From the University of Chicago to the Art Institute of Chicago, there's lots to keep visitors like yourself busy. The gotta-see sights of Sears Tower and the McCormick Place are also easily accessible. While you're here, think about visiting other neighbourhoods to experience more of what Chicago has to offer. Harbor Square and Central Station are great recommendations that are within easy reach.
Of course, among the first stops you'll need to make is the University of Illinois Chicago. This famous attraction is situated just 3 kilometres northwest of South Loop.
The city centre also features a collection of sights to admire, such as Navy Pier and the Lincoln Park Zoo. The Chicago Cultural Center and the Merchandise Mart should also be part of any trip downtown.
Organise a babysitter and have some grown-up fun at the Second City and Dave & Buster's.
Hoping to get a feel for the local culture? Head to the Cloud Gate, the Museum of Contemporary Photography, the Crown Fountain and the Chicago Center for the Performing Arts.
Local art galleries like the Museum of Contemporary Art, the National Vietnam Veterans Art Museum, the Fine Arts Building and the Loyola University Museum of Art provide a glimpse into the creative history of the area. Why not check if there's an exhibition opening on and admire some of the incredible works?
If you find yourself stuck with some wet weather, head for cover at the Field Museum of Natural History, the Adler Planetarium and Astronomy Museum, the Driehaus Museum and the International Museum of Surgical Science. The interesting displays are sure to keep your imagination buzzing and your clothes dry!
Sitting down and watching a first-class show is an exhilarating experience. Reserve your spot at the Ford Center for the Performing Arts Oriental Theatre, House of Blues Chicago, the Chicago Theatre and the Steppenwolf Theatre for a memorable night out.
Often kids can have fun in rather unlikely places. Take a camera and capture them at the Chicago Children's Museum, John G. Shedd Aquarium, the Newberry Library and the Harold Washington Library Center.
If you're on holiday with the kids, they'll be thrilled with a day visiting one of the area's fun-filled attractions. Northerly Island Park, Amazing Chicago's Funhouse Maze and Pump It Up Party Zone are the ideal places for them to burn off a little steam.
Put your phone on flight mode, log off from the stresses of modern life and bask in the beauty of nature at Skydeck Ledge and Bubbly Creek.
One way of checking the ocean temperature is by removing your shoes and socks and going for a little paddle. Find out what the water's like at North Avenue Beach and Ohio Street Beach.
Whether you're hoping to kick off your shoes and sit under a tree or have lunch with some friends, the nearby green spaces are charming places to be. Take your pick from Millennium Park, Grant Park, Daley Bicentennial Plaza and Lake Meadows Park.
The best way to relive your holiday is by returning home with a couple of mementos. See what you can get at Maxwell Street Market, 900 North Michigan Shops, Sullivan Center and Green City Market.
You never know what stories will unfold at John Hancock Center, the Buckingham Fountain, Chicago Water Tower and Tribune Tower. These age-old sites have plenty of tales to tell.
Local spiritual sites, such as Holy Name Cathedral, S.S. Peter and Paul Church, the KAM Synagogue and Pilgrim Baptist Church, give you the chance to reflect on life's big questions in a peaceful setting.
Watch the Chicago Bulls or the Chicago Blackhawks battle it out for the win at their home arena of United Center. If your trip doesn't line up with match day, check the concert schedule and get set to rock out!
Hotels in South Loop
Don't stress out about securing your South Loop hotel. lastminute.com.au lists more than 163 accommodations. Keep in mind though, the sooner you act, the sooner you can start planning your adventures! (You'll likely save a little cash too.)Whether you're splashing cash on your honeymoon or looking for budget digs, South Loop has you covered! For a cosy room at a cheerful rate, try the Old Chicago Inn or the Urban Holiday Lofts. Alternatively, let the welcoming staff at the Waldorf Astoria Chicago or The Peninsula Chicago take care of you. After all, what are holidays for if not spoiling yourself?
A highlight of any stay in South Loop is the Art Institute of Chicago. If you're hoping to stay within a stone's throw of this famed attraction, The Langham, Chicago and the JW Marriott Chicago are two of your best options.
Top hotels for your South Loop holiday

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Great hotel for the price. Our room was clean, had a comfy bed, and was quite large with a king size bed. There were limited ammenities at the hotel, but good food and coffee was a quick walk away. We really enjoyed the Jazz Showcase (2 blocks) and the neighborhood wine bar (2 blocks).
Reviewed on 26 Mar 2026

Hilton Chicago
The breakfast was great. Rooms were spotless and the double room had two bathrooms that was great when sharing with a friend
Reviewed on 27 Mar 2026

Congress Plaza Hotel
Not much staff was apparent on the main floor throughout my stay. My initial encounter at check-in was with an unhelpful person but most of the staff was excellent. Instructions for the in-room coffee machine were not provided and I wasted the only coffee trying to work it. Walls were thin and adjacent ...
Reviewed on 27 Mar 2026
Popular places to visit

McCormick Place
During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.

Soldier Field
Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.

Shedd Aquarium
Make time in your itinerary to visit the sea life who live at Shedd Aquarium during your visit to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
Book your South Loop holiday package
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