Cicero Vacations from ￥351,842

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    Save up to ￥45,448 when you book a flight and hotel together*
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The Latest Cicero Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
The room was excellent and clean! And such a great location!

Reviewed on Jul 23, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Accessibility to Wendella Tours, shopping and the ‘L’ to go sightseeing

Reviewed on Jul 24, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul 22, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Beautiful, welcoming, quiet, lovely linens and bed

Reviewed on Jul 20, 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
A wonderful property - courteous and caring.

Reviewed on Jul 21, 2025

Find the Best Cicero Vacation Packages

Cicero Hotel Deals

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 ￥19,672 per night from Aug 18 to Aug 19
￥19,672
￥23,091 total
Aug 18 - Aug 19
includes taxes & fees
7.8/10 Good! (8,941 reviews)
"Overall good experience. The location is amazing. Very close to everything worth visiting in a 2 day stay. Saw a lot of mixed reviews. But, our room on the even side of the hotel was decent. Comfortable bed, nice view, fairly clean and no paranormal activity."

Reviewed on Jul 23, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is ￥35,734 per night from Aug 22 to Aug 23
￥35,734
￥46,635 total
Aug 22 - Aug 23
includes taxes & fees
9/10 Wonderful! (2,098 reviews)
"The Intercontinental is a lovely, historic and comfortable hotel. We especially loved the pool!"

Reviewed on Jul 23, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥21,752 per night from Aug 17 to Aug 18
￥21,752
￥25,535 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (2,517 reviews)
"Close to Magnificent Mile"

Reviewed on Jul 23, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,922 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.

Discover the most popular places to visit in Cicero

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Cicero

River tour boat in Chicago

Architecture River Tour

￥7,149
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

￥6,597
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

￥6,597
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Cicero

Frequently asked questions

How much does a Cicero vacation package cost?
Offering great value package deals from ￥351,842 on Expedia, you'll be pleasantly surprised at how much a vacation 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 vacation packages and you could get some excellent off-season deals.
How many days is enough for Cicero?
The ideal duration of your Cicero vacation 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 vacation as a package?
Expedia vacation 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 personalized Cicero vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Cicero?
If you're planning an impromptu Cicero vacation, 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?

  1. Choose when to go: Check your schedule and get your bags packed. Your favorite time of year and the available activities will also help you decide when to escape to Cicero.
  2. 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.
  3. 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 vacation. Put together a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Cicero vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.