Chicago Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Our guide on where to stay in Chicago
Find the best Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Chicago
Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Chicago Holiday
Chicago Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 2,720,500 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Chicago Riverwalk, Shedd Aquarium and Art Institute of Chicago |
Our pick of the best Chicago Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 2 Nov to 3 Nov
AU$230
2 Nov - 3 Nov
includes taxes & fees
8/10 Very Good! (9,398 reviews)
"Was conveniently located"
Reviewed on 13 Oct 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$150 per night from 10 Nov to 11 Nov
AU$150
10 Nov - 11 Nov
includes taxes & fees
7.8/10 Good! (2,460 reviews)
"Wonderful hotel. First time staying at a place like this. Ended up having the quad room to myself for both nights I was there. Will definitely try to book there again if traveling solo."
Reviewed on 13 Oct 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is AU$259 per night from 9 Nov to 10 Nov
AU$259
9 Nov - 10 Nov
includes taxes & fees
8.4/10 Very Good! (5,096 reviews)
"Great location, clean modern rooms, friendly staff"
Reviewed on 12 Oct 2025
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.
Discover the most popular places to visit in Chicago
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
What to do in Chicago
Skydeck - Willis Tower Admission
AU$67
per adult
100% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
AU$37
per adult
84% of travellers recommend
Explore a world of travel with Expedia
Lodging
- Hotels near Aon Center
- Hotels near Art Institute of Chicago
- Hotels near Auditorium Building and Theatre
- Hotels near Buckingham Fountain
- Hotels near Cadillac Palace Theatre
- Apartments in Central Chicago
- B&B in Central Chicago
- Luxury Hotels in Central Chicago
- Hotels near Chicago Cultural Center
- Hotels near Chicago Museum Campus-11th Street Station
- Hotels near Chicago Riverwalk
- Hotels near Chicago Symphony Orchestra
- Hotels near Chicago Theatre
- Hotels near Chicago Union Station
- Resort in Clark-Lake Station
- Hotels near Cloud Gate
- Hotels near Daley Plaza
- Beach Hotels in Downtown Chicago
- Boutique Hotels in Downtown Chicago
- Cheap Hotels in Downtown Chicago
- Hilton Hotels in Downtown Chicago
- Historic Hotels in Downtown Chicago
- Hotels with Parking in Downtown Chicago
- Lgbt Welcoming Hotels in Downtown Chicago
- Luxury Hotels in Downtown Chicago
- Spa Hotels in Downtown Chicago
- Downtown Chicago Hotels
- Four Seasons Hotels in Gold Coast
- Hotels near Goodman Theater
- Hotels near Grant Park
- Hotels near House of Blues Chicago
- Hotels near James M. Nederlander Theatre
- Hotels near LaSalle Street Station
- Hotels near Lollapalooza
- Hotels near Madison-Wabash Station
- Magnificent Mile Hotels
- Hotels near Michigan Avenue Bridge
- Hotels near Michigan Avenue
- Hotels near Millennium Park
- Printers Row Hotels
- Hotels near Randolph-Wabash Station
- All Inclusive Hotels in River North
- Boutique Hotels in River North
- Cheap Hotels in River North
- Hotels with Parking in River North
- Luxury Hotels in River North
- River North Hotels
- Hotels near Ronald McDonald House near Lurie Children’s
- Hotels near Roosevelt University
- Hotels near State Street
- Historic Hotels in Streeterville
- Streeterville Hotels
- Boutique Hotels in The Loop
- Luxury Hotels in The Loop
- Ski Hotels in The Loop
- The Loop Hotels
- Theatre District Hotels
- Hotels near Willis Tower
Flights
Packages
- 360 CHICAGO
- Art Institute of Chicago
- Austin Holidays
- Buckingham Fountain
- Busy Beaver Button Museum
- Visit Downtown Chicago
- Visit Magnificent Mile
- Chicago Museum of Science and Industry
- Visit River North
- Visit The Loop
- Cloud Gate
- Daley Plaza
- Downtown Chicago Holidays
- Garfield Park Conservatory
- Gold Coast Holidays
- Grace Abbott Homes Holidays
- Grant Park
- Hyde Park Hair Salon
- Lincoln Hall
- Lincoln Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Millennium Park
- Montrose Beach
- Navy Pier
- Oak Street Beach
- Robie House
- Rookery
- South Loop Holidays
- United Center
- University of Illinois Chicago
- Water Tower Place
- Wicker Park Holidays
- Willis Tower
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
