Cicero Holidays

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Cicero Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
per person
25 Dec - 30 Dec
found 1 day ago
Return direct flight included
Baltimore (BWI) to Chicago (ORD)
8.4/10 Very Good! (1,387 reviews)
Beautiful hotel, quiet clean spacious rooms! Breakfast buffett to die for. Close to museums and Metro.

Reviewed on 24 Nov,2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
25 Dec - 30 Dec
found 1 day ago
Return direct flight included
Baltimore (BWI) to Chicago (ORD)
9.4/10 Exceptional! (888 reviews)
We had multiple issues with the locks on our door.

Reviewed on 24 Nov,2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
25 Dec - 30 Dec
found 1 day ago
Return direct flight included
Baltimore (BWI) to Chicago (ORD)
9/10 Wonderful! (263 reviews)
Beautiful place with amazing amenities. Perfect stay for adults or families alike! Highly recommend!

Reviewed on 11 Nov,2024

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
25 Dec - 30 Dec
found 1 day ago
Return direct flight included
Baltimore (BWI) to Chicago (ORD)
9/10 Wonderful! (809 reviews)
Lobby and shared space downstairs is beautiful and location is great in Fulton Market. We walked to many bars and restaurants and enjoyed the vibe. The rooms are underwhelming, no closet space, bathroom space lacking, and feel dated despite trying to go for a modern-industrial-chic vibe. The quality of the rooms do not match what the lobby area indicates. The hallways seem like they didn’t get touched in whatever remodel happened here. Overall I think it’s overpriced for what it delivers.

Reviewed on 20 Nov,2024

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
25 Dec - 30 Dec
found 1 day ago
Return direct flight included
Baltimore (BWI) to Chicago (ORD)
9/10 Wonderful! (1,378 reviews)
Location is very convenient And the hotel, the room and facilities are nice. I would stay again.

Reviewed on 25 Nov,2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Cicero

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 S$158 per night from 8 Dec to 9 Dec
S$158
includes taxes & fees
8 Dec - 9 Dec
7.8/10 Good! (8,182 reviews)
"Overall we liked the room we stayed at the only complaint was that the hallway leading to the room had an awful smell like lake dead fish or something when we arrived on 11/23 this morning the smell was less but it still smelled"

Reviewed on 25 Nov,2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 25 Dec to 26 Dec
S$153
includes taxes & fees
25 Dec - 26 Dec
8.6/10 Excellent! (3,551 reviews)
"Is very close to everything"

Reviewed on 23 Nov,2024

River Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 25 Dec to 26 Dec
S$152
includes taxes & fees
25 Dec - 26 Dec
8.4/10 Very Good! (3,264 reviews)
"This is a go-to hotel for me near a yearly event I participate in. It's the best value of any of the hotels in its immediate surrounding area."

Reviewed on 21 Nov,2024

Club Quarters Hotel, Central Loop, Chicago
See all 4,419 properties in Cicero
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.

Frequently asked questions

How much does a Cicero holiday package cost?
Our Cicero packages, which start from as low as S$757, are the easiest way to save money. Handpick your favourite hotels, flights and more to create your perfect getaway.
How do I get a cheap travel package to Cicero?
Booking a Cicero holiday package with Expedia is a simple way to save. We have more than 550 airlines and 1,000,000 properties globally. With such an amazing range to choose from, you’ll have no hassles putting together your ideal adventure.
Where should I stay in Cicero?
It makes sense to stay near the action. Many people favor hotels around popular sights, like Anna and Frederick Douglass Park, Oak Park Conservatory and Loretto Hospital.
What are the top hotels in Cicero?
One of the most sought-after places to stay in Cicero is The Ardmore House, in the Stickney area. Wander around the city by day and then rest up in your comfortable room after the sun goes down.
How far in advance should I book my Cicero holiday?
It can be tricky to know when the best time is to book your Cicero trip. But typically the earlier you book, the lower the prices. In some cases, you can secure your flights and hotels nearly a year prior to your departure date. If you’re hoping for a last-minute getaway, no need to fret! There are fabulous bargains advertised on Expedia all the time.
What does an Expedia Cicero travel package include?
That mostly depends on you. You can pick from a range of Cicero packages, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a flight and a rental car. Once you’ve made your booking, you can add on the fun stuff like experiences and tours. Whatever your Cicero trip looks like, get ready to save!
What should I know before booking a Cicero travel package?
You’ll save big with an Expedia travel package. Combine your flights, rental cars and hotels and pick up great discounts. You’re not limited to hotels, though. Book with us and take your pick of beach villas, city apartments and even ranches and treehouses!
Can I choose my airline with a Cicero Expedia holiday package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Just pick your preferred air carrier and craft the perfect Cicero holiday.
If I'm not able to travel, can I cancel my Cicero holiday package?
It’s difficult to predict what tomorrow might bring, so it’s good to know that you can change or cancel your Cicero holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for more information.

Popular places to visit

McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

4.5/5(147 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Cicero

Flyover in Chicago

Flyover in Chicago

S$51
Per adult
94% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

S$65
Per adult
94% of travellers recommend
Architecture River Tour
Narrated by certified, local docent

Chicago Architecture Center River Cruise aboard Chicago's First Lady

S$73
Per adult
96% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
See all activities in Cicero

* 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.