Cicero Vacation Packages
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Your Cicero Vacation
The stress-free way to experience this city is with a customized Cicero vacation package. Base yourself in the neighborhood 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 Center and Brookfield Zoo. Don't put off visiting this city any longer. The perfect Cicero vacation is a few quick clicks away with Expedia.
Top Cicero Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
CA $1,322
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Overall, this is a great hotel. My family loved the rooms and the fitness center. The staff were mostly great too. We will definitely stay here again if we come back to Chicago.
We were given rooms that were 28 floors apart despite making our reservation months in advance. Yes, it was one reservation which included 2 rooms. Both the shower and toilet space was fairly tight.
Other than that, we are very happy.
Reviewed on Aug 18, 2026
Level Chicago Fulton Market
Downtown Chicago
CA $1,603
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
The property was wonderful and the proximity to Fulton Market can't be beat. The staff were always helpful when we had questions and when I faced an unexpected event they were understanding and accommodating. If you are looking for a space where you can spread out, be outdoors, and have beautiful surroundings, I highly recommend Level Fulton Market. We loved the pool and variety of outdoor spaces as well as lounge areas that allowed our group to have separate hang out areas. While you are of course in the heart of the city, the noise fell to the background and we had no issues sleeping or feeling rested. Everything was comfortable and clean. Easy walking to the best dining in the city.
Reviewed on Aug 17, 2026
Level Chicago – Old Town
Downtown Chicago
CA $1,711
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (512 reviews)
The property seems new and well kept. There are many amenities that enhance the stay including a pool, hot tub, basketball ball court, game room, sauna and steam room. We loved our stay.
Only negatives were there was not an ice machine, there was not daily cleaning service, the towels were OK and we needed our trash emptied but were many sure how to request that.
Overall a great spot. Affordable and lots of space with great views!
Reviewed on Aug 15, 2026
Ready to book your vacation to Cicero?
Cicero Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $146
CA $174 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (10,247 reviews)
"Hotel needs to be renovated.. it’s in really rough shape. ..actual spider webs on the windows.. smells bad.. it’s wild.."
Reviewed on Aug 17, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $198
CA $236 total
Aug 30 - Aug 31
includes taxes & fees
8/10 Very good! (2,029 reviews)
"Very friendly and professional staff. Building does show its age though."
Reviewed on Aug 18, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $330
CA $388 total
Sep 12 - Sep 13
includes taxes & fees
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
You can spend time browsing the exhibits at Hawthorne Works Museum during your trip to Cicero. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
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
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Cicero vacation package cost?
You'll find cheap prices from CA $1,322 on Expedia for your Cicero escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Cicero costs.
What are the cheapest months to go to Cicero?
If you're looking to book a cheap Cicero vacation package, consider travelling in January, February and November. You'll typically find better rates on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Cicero?
Allow around 2 days for your Cicero vacation if you're hoping to enjoy everything that makes this destination special. Stroll around popular neighbourhoods, including Near West Side and West Loop. Then make a beeline for top sights such as Brookfield Zoo and Credit Union 1 Arena. With a well-organized itinerary, you can keep busy with room for some downtime too. Want to venture beyond Cicero? Consider fitting in an excursion or two.
How to find the best Cicero package deals?
Use Expedia's filters to find some tempting Cicero package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Cicero package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Cicero vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations separately. Better still, you can tailor your Cicero escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cicero?
If you've got your Cicero travel dates finalized, book early to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Cicero?
- Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Cicero.
- Plan your budget wisely: Besides the price of your accommodations, you'll need to factor in other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Cicero.
- Decide how long to go for: Now that you know more about Cicero, you can work out the right length of your vacation. Put together a draft itinerary and allocate enough time to cover everything you want to see.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find 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.
