Cicero Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Cicero
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$154
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (10,253 reviews)
"It was great! We arrived early and the front desk was able to check us in early and our room and view was just amazing! Loved how clean everything was."
Reviewed on 2 Sept, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$184
8 Sept - 9 Sept
includes taxes & fees
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
9.4/10 Exceptional! (886 reviews)
"I felt comfortable during my stay at Kasa. There was a lot of room space and having a balcony was great"
Reviewed on 2 Sept, 2026
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.
Stay near popular Cicero attractions
Douglas Park
Explore the great outdoors at Douglas Park, a lovely green space in Cicero. Make some time to visit the shops while you're in the area.
Cicero Stadium
Catch an event at Cicero Stadium during your trip to Cicero. Make some time to visit the shops while you're in the area.
Hawthorne Works Museum
This intimate museum chronicles the groundbreaking Hawthorne Studies and Western Electric's industrial legacy. Explore recreated factory floors and discover how workplace psychology was forever changed here.
Hawthorne Race Course
You can take time to visit Hawthorne Race Course during your travels to Stickney.
Jedlica Performing Arts Center
Enjoy an outing to Jedlica Performing Arts Center during your stay in Cicero. Make some time to visit the shops while you're in the area.
What to do in Cicero
Wendella's 90-min Chicago River Architecture Tour
S$52
per adult
94% of travellers recommend
Frequently asked questions
How much does a Cicero holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Cicero costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cicero?
You can typically find lower prices and greater availability in January, February and November. Browse our cheap Cicero holiday packages and you could get some excellent off-season deals.
How many days is enough for Cicero?
The ideal duration of your Cicero holiday depends on what you'd like to do. Usually, a handful of days to a week will give you plenty of time to go to all the top attractions and discover some hidden treasures along the way.
How to find the best Cicero package deals?
Begin your search for a Cicero package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Cicero package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cicero getaway off to a flying start.
Is it cheaper to book a Cicero holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Cicero holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Cicero?
If you're planning an impromptu Cicero holiday, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Cicero?
- Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the available activities will also help you decide when to escape to Cicero.
- Set your budget: Factor in costs such as flights, meals and transportation when working out how much to save for your trip to Cicero. Then, select a hotel that fits your budget, whether that's a wallet-friendly option or a more luxurious retreat.
- Decide how long to go away for: Now that you're up to speed on Cicero, you can figure out the ideal length of your holiday. Put together a rough plan and allocate enough time to cover everything you want to see.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Cicero holiday package that brings all your bookings together.
Explore a world of travel with Expedia
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- Flights from Mosinee (CWA) to Chicago (MDW)
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- Aon Center
- Apollo Theater Chicago
- Art Institute of Chicago
- Buckingham Fountain
- Burnham Park
- Visit Back of the Yards
- Visit Bedford Park
- Visit Lower West Side
- Chicago Museum Campus Holidays
- Visit West Loop Gate
- Visit West Town
- Chicago Holidays
- Visit Chicago
- Cloud Gate
- Cna Center
- Countryside Holidays
- Downtown Chicago Holidays
- Frank Lloyd Wright Historic District
- Gold Coast Holidays
- Goose Island Holidays
- Grant Park
- Lakeview Holidays
- Lincoln Park Conservatory
- Lincoln Park Zoo
- Mccormick Place
- Melrose Park Holidays
- Merchandise Mart
- Millennium Park
- Visit Oak Park
- Pritzker Pavilion
- Shops at North Bridge
- Soldier Field
- Stone Park Holidays
- University of Illinois Chicago
- Walt Disney House
- West Town Holidays
- Willis Tower
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
