Cicero Holidays from £445

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Your Cicero Holiday

The stress-free way to experience this city is with a customised Cicero holiday package. Base yourself in the neighbourhood of Magnificent Mile, which is great for cafes, shopping and history or choose someplace else — our packages are all about you. Every trip to Cicero needs a well-thought-out itinerary. Fill yours with attractions like University of Illinois Chicago, United Centre and Brookfield Zoo. Don't put off visiting this city any longer. The perfect Cicero holiday is a few quick clicks away with Expedia.

Top Cicero Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was £675, price is now £445 per person
£445
per person
6 Nov - 10 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Check in and out was seamless! Got excellent help with bags and access to amenities! Great location it was about a 9 min walk to Riverwalk, Hop on Bus; felt safe and area was clean

Reviewed on 18 Aug 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,890, price is now £1,141 per person
£1,141
per person
20 Sept - 27 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (654 reviews)
I always enjoy my stay

Reviewed on 18 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,385, price is now £839 per person
£839
per person
6 Nov - 10 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,050, price is now £669 per person
£669
per person
6 Nov - 10 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Rooms are basic and bathrooms and sink area small. But all comfortable

Reviewed on 17 Aug 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,769, price is now £1,162 per person
£1,162
per person
20 Sept - 27 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,341 reviews)
No hot water in the shower for the entirety of our 3 night stay, it was barely warm. Complained multiple times, other guests were also facing the same problem. The responses ranged from "engineers are working on it" to "leave the water running for longer" to finally "that is the hottest water you're going to get". That was unbelievable given that the sink had hotter water than the shower. Upon my insistence, they offered to move us to a different room the next day after 3pm - that meant we would have had to take cold showers for 2 days. In the end we just didn't take up the moving-rooms hassle in the middle of our trip.

Reviewed on 18 Aug 2025

Cicero Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
83,900
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Chicago Riverwalk, Shedd Aquarium and Art Institute of Chicago

Top hotels in Cicero

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is £117 per night from 1 Sept to 2 Sept
£117
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,943 reviews)
"It takes around 20min for the hot shower to come out."

Reviewed on 17 Aug 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £131 per night from 1 Sept to 2 Sept
£131
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,189 reviews)
"Nice location near the pier"

Reviewed on 17 Aug 2025

The Wade
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is £140 per night from 3 Sept to 4 Sept
£140
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,714 reviews)
"Kids really enjoyed the pool. Breakfast was good as well"

Reviewed on 17 Aug 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,944 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

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.

Michigan Avenue
Navy Pier

Navy Pier

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

Navy Pier

What to do in Cicero

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Cicero

Frequently asked questions

Why should I book my Cicero holiday with Expedia?
Expedia has you covered for all aspects of your Cicero getaway. You'll always land the best deals around, but when you bundle your airfares, accommodation and/or hire car into a holiday package, you'll get even bigger savings. Looking to truly make the most of your stay? Add some fun activities and tours to your package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to worry if you have to change your plans. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in Cicero?
March, May and June are the busiest months in Cicero, while December, January and February are generally a lot quieter. To get an idea of what type of weather to expect, the daytime average temperature in January, the coolest time of year in Cicero, is -3ºC. The warmest period here is July, when temperatures reach an average of 23ºC.
What are the top hotels for my holiday in Cicero?
One of the most popular places to stay in Cicero is The Ardmore House, in the Stickney area. Wander the city by day and then relax in your comfortable room after the sun has gone down.
How do I get a cheap holiday to Cicero?
Our Cicero holidays offer plenty of savings for the savvy wanderer. For the best deals, simply bundle your hotel, flights and extras (including tours). But great bargains are just the beginning of your next memorable adventure. When you book with Expedia, and you'll have over 400 airlines and 321,000 hotels across the globe to select from. Whatever your style or budget, there's a holiday here with your name on it. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Cicero holiday?
There are lots of things to keep you busy while enjoying a holiday in Cicero. McCormick Place, Wrigley Field, Millennium Park and Willis Tower are just some of this city's key attractions.
What is the best area to stay in when on holiday in Cicero?
A trip to Cicero wouldn't be complete without checking out Morton College. Why not stay near this fantastic tourist attraction?
Do I need a visa for my Cicero holiday?
Research the most up-to-date information on official government websites. Your nationality and whether you're travelling for business, study or leisure will determine if you'll need a visa for Cicero. Find out about the application process, including the required documentation, fees and turnaround times. Finalise your application well in advance to allow plenty of time for processing. Some visas can take weeks or even months to go through, depending on the country.
What should I wear on my Cicero holiday?
Do some research into the sorts of things people in Cicero wear, and maybe even look up style blogs for some fashion inspiration. You'll want to create a versatile wardrobe full of pieces that suit your destination and showcase your personal style. Have a look at the weather forecast so you can pack accordingly. The warmest time of year in Cicero is July, with average daily temperatures of 23ºC. If you plan to travel during the coolest month of January, the mercury hovers around -3ºC during the day.
What does an Expedia Cicero holiday include?
Hotels, flights and hire cars — we've got them all. With Expedia, you can create your Cicero travel package however you want. All you have to do is work out exactly what you need. Once you've made your booking, why not add fun things like activities and tours? The more you bundle, the bigger the savings! Private holiday homes and apartments are a few of the most highly sought-after property types in Cicero. Whatever your preference or size of your group, you can rely on Expedia for the freedom to personalise your next big adventure.
Does Expedia offer Book Now, Pay Later Cicero holidays?
Good news! We do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in instalments. Simply choose the payment plan that suits best during the checkout process and take away the stress of budgeting for your trip. Make sure you bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams possible.
  • No-deposit holidays: When you see an unbeatable deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a Cicero Expedia holiday?
Yes, you can. Expedia has access to more than 400 partner airlines throughout the world, so pick the carrier that's a good fit for your budget and travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.