Downtown Chicago Holiday Deals

Choose two or more items and save on your trip:

Downtown Chicago Holiday Package Deals

Hotel bookings, activities, airfares. End those airport freak outs! Lastminute.com.au can combine everything into a super easy little package, giving you extra time to spam your feeds with #Downtown Chicago pics. And what's the best bit? Doing this is one of the fastest ways to save cash!

How does a spare sound? Well, that's what you could save if you act today.

Create a deal that's as individual as you are! You can pick and choose from 400 partner airlines and 282,000 worldwide hotels.

Don't waste your precious time scouring the net when you could be heading to the airport! If you find a lower price on your package or hotel within 24 hours of booking online, we'll match it by refunding you the difference. We call that our Price Pledge.Terms and conditions apply.

Holidays in Downtown Chicago

Tell your friends sorry not sorry if you don’t respond to their messages. You’re about to discover the best parts of Downtown Chicago, Chicago! With so many places to roam and things to keep you on the go, it's not hard to see why 2,700,000 locals choose to call this wonderful city home. Arriving by air? Once you've hit the tarmac at Midway International Airport, you'll need to head 15 kilometres northeast to reach Downtown Chicago. The suburb is 1 kilometre to the northeast of the city's centre.

With a good deal of the city's top attractions close by, Downtown Chicago is a sightseer's paradise. From the Art Institute of Chicago to Sears Tower, there's lots to keep visitors on the go. After taking a look at those, you're going to want to continue on to the McCormick Place and the University of Illinois Chicago. A great way to get a deeper understanding of this city is to check out some of its neighbourhoods. So why not head to nearby Near East Side and Michigan Avenue and discover their sights and sounds?

If somehow you were unaware of Millennium Park, you're in for a pleasant surprise. This famed attraction is just 0.8 kilometres south of Downtown Chicago.

There are loads of reasons why so many visitors venture to the city centre. Navy Pier and the Lincoln Park Zoo are just two of them. To get an even better feel for your surrounds, also stop at the Chicago Cultural Center and the Merchandise Mart.

On holiday without the kids in tow? The Second City, Kingston Mines, Blues on Halstead and Dave & Buster's should be right at the top of your itinerary.

Eager to get a feel for the cultural scene? Try out the Cloud Gate, the Athenaeum Theatre, the Museum of Contemporary Photography and the Crown Fountain.

Not much quietens the mind and boosts your creativity like time out in a gallery. Spark your curiosity as you examine the powerful works showcased at the Museum of Contemporary Art, the National Vietnam Veterans Art Museum, the Fine Arts Building and the Loyola University Museum of Art.

From interactive activities to mind‐boggling objects and artefacts, museums have something to keep everyone happy. If the weather turns nasty, why not take yourself over to the Field Museum of Natural History, the Adler Planetarium and Astronomy Museum, the Peggy Notebaert Nature Museum and the Driehaus Museum?

One of the measures of an exceptional performance tends to be the amount of applause when it's finished. Watch the audience rise to their feet at the Ford Center for the Performing Arts Oriental Theatre, House of Blues Chicago, the Chicago Theatre and the Steppenwolf Theatre.

There's nothing like travelling with sprightly kids to help you see life in a new light. Take them on an adventure to the Chicago Children's Museum, John G. Shedd Aquarium, the Newberry Library and the Harold Washington Library Center.

Travelling with kids can be draining. But don't stress, we guarantee you'll get a good night's sleep after spending an afternoon with them at Northerly Island Park, Amazing Chicago's Funhouse Maze and Pump It Up Party Zone.

Listening to the sound of waves sloshing at the shoreline can be quite comforting. Let your problems sail away at North Avenue Beach and Ohio Street Beach.

Prepare a delicious picnic and invite some friends down for an afternoon in one of the relaxing urban parks nearby. You have a number of options, including Lincoln Park, Grant Park, Humboldt Park and Lincoln Park Conservatory.

There's nothing better than splashing out on some retail therapy. Grab your wallet and make your way to Maxwell Street Market, 900 North Michigan Shops, Sullivan Center and Green City Market.

John Hancock Center, the Buckingham Fountain, Chicago Water Tower and Tribune Tower are bound to impress visiting history buffs. Do some research beforehand so you can fully appreciate these interesting sites.

Local sacred places, such as Holy Name Cathedral, Pilgrim Baptist Church, St Pius Church and St Adalbert Church, give you the chance to ponder life's big questions in a beautiful setting.

See the Chicago Bulls or the Chicago Blackhawks battle it out for the win at their home arena of United Center. If your holiday doesn't coincide with match day, see if any concerts are on and prepare to rock out!

Hotels in Downtown Chicago

With such a fantastic range, you aren't going to have any issues snagging your Downtown Chicago hotel. At the mo, lastminute.com.au lists more than 165 places to hit the hay.

No matter how you like to roll, there's a room waiting for you in Downtown Chicago. For accommodation that won't burn a hole in your wallet, take a look at the Old Chicago Inn (3222 N Sheffield Ave) or the Urban Holiday Lofts (2014 W Wabansia). But if a bit of luxury is more your thing, the Waldorf Astoria Chicago or The Peninsula Chicago will take care of you.

While you're here in Downtown Chicago, you can't miss the Art Institute of Chicago. Want to stay within an easy walk so you can explore this iconic attraction at your own pace? The Langham, Chicago is approximately 1 kilometre away and the JW Marriott Chicago is 0.7 kilometres away.

Top hotels for your Downtown Chicago holiday

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 15 Jan to 16 Jan
AU$181
includes taxes & fees
15 Jan - 16 Jan
With a stay at River Hotel, you'll be centrally located in Chicago, steps from Michigan Avenue and 8 minutes by foot from Millennium Park.
"Amazing hotel"

Reviewed on 7 Jan. 2025

River Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 26 Jan to 27 Jan
AU$185
includes taxes & fees
26 Jan - 27 Jan
With a stay at Embassy Suites by Hilton Chicago Downtown River North, you'll be centrally located in Chicago, steps from State Street and 4 minutes by foot from ...
"Close to restaurants and shopping."

Reviewed on 7 Jan. 2025

Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 10 Jan to 11 Jan
AU$176
includes taxes & fees
10 Jan - 11 Jan
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
"The staff especially the Bell people were super nice and always offering help and smiles! We loved the walk ability and ease of public transportation. There are several great restaurants close as well. Older historic buildings are harder to maintain."

Reviewed on 7 Jan. 2025

Congress Plaza Hotel
Don't see what you're looking for?
See all available properties in Downtown Chicago
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit