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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,316, price is now CA $947 per person
CA $947
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,711 reviews)
The room was clean but pretty basic. It was good overall but we did have an issue with the a/c switching off in the middle of the night. Unfortunately the hotel didn’t have any fans to remedy that situation. Other than that we had a very enjoyable stay. The location is great!

Reviewed on May 19, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,906, price is now CA $1,266 per person
CA $1,266
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
The rooms were very clean!

Reviewed on May 4, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,574, price is now CA $1,063 per person
CA $1,063
per person
Jun 27 - Jul 1
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (116 reviews)
We thoroughly enjoyed our stay. The location was excellent, conveniently close to everything we needed. The room was spacious and spotless. The breakfast was fantastic, offering a wide variety of options to choose from.

Reviewed on May 17, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,429, price is now CA $996 per person
CA $996
per person
Jul 1 - Jul 4
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
I’m not sure if the hotel had a lack of staff but I called for towels and never received any, the next day they brought towels shortly after I called again.

Reviewed on May 21, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was CA $1,601, price is now CA $1,155 per person
CA $1,155
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,727 reviews)
Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again.

Reviewed on May 21, 2026

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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 CA $184 per night from May 26 to May 27
CA $184
CA $219 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (10,127 reviews)
"Excellent stay"

Reviewed on May 22, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from May 27 to May 28
CA $219
CA $300 total
May 27 - May 28
includes taxes & fees
9.4/10 Exceptional! (4,209 reviews)
"Staff very friendly, more than willing to help and/or assist in any way. Beautiful hotel, love LOVE the roof top bar and patio. BEST buffet breakfast I've had in a very long time. I will definitely be booking with this hotel chain again!"

Reviewed on May 22, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from May 25 to May 26
CA $167
CA $199 total
May 25 - May 26
includes taxes & fees
7.8/10 Good! (1,452 reviews)
"Valet parking was terrible and I should have received a $30 discount off of the valet parking per my reservation and they charged me the full amount. Also waited over 30mins for valet to get my car"

Reviewed on May 21, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 5,008 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.
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Discover the most popular places to visit in Cicero

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

4.5/5(3 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

4.5/5(460 reviews)

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

Navy Pier

What to do in Cicero

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $31
per child
98% of travellers recommend
Flyover in Chicago
See all activities in Cicero

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