
Downtown Chicago Holiday Deals

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

Hotel Riu Plaza Chicago
Service was terrific in every way! Warm and helpful staff. Fantastic breakfast included!
Reviewed on 25 Mar 2026

Embassy Suites by Hilton Chicago Downtown River North
This is a fun hotel for families. The staff were amazing, the facilities were clean and well kept up. The breakfast and happy hour were delicious. My granddaughter had fun in the pool but you have to keep your eye on things because it can get rough at times. We had a super time and everything was ...
Reviewed on 25 Mar 2026

Congress Plaza Hotel
Yes it was clean when we came in. However, the front desk didn't let us know that the cleaning staff come every other day, which would have been helpful to know. Also, our shower got clogged and was fixed immediately, which I appreciate. The bellman was not sure what to call him, he was kinda rude ...
Reviewed on 25 Mar 2026
Popular places to visit

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.

Millennium Park
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

Navy Pier
With a visit to Navy Pier, a favourite shopping spot in Chicago, you can search for that perfect souvenir. Amble around this vibrant area's lakeside or experience its fascinating museums.
Book your Downtown Chicago holiday package
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