Kimball Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Kimball

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,117, price is now CA $818 per person
CA $818
per person
Dec 20 - Dec 23
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,734, price is now CA $1,158 per person
CA $1,158
per person
Dec 19 - Dec 25
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)
Great location in the West Loop. The rooms are big and the beds are comfy. We’ve stayed there three times. The outdoor theatre shows great films and has an outdoor bar. Coffee shop is in the lobby. There’s not really a fun bar, but lots of places to have cocktails in the neighborhood. A lobby fireplace would be a nice addition in the lobby for cold Chicago nights.

Reviewed on Nov 13, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,281, price is now CA $1,610 per person
CA $1,610
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,217, price is now CA $919 per person
CA $919
per person
Jan 24 - Jan 26
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,149 reviews)

Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
Downtown Chicago
Price was CA $1,145, price is now CA $928 per person
CA $928
per person
Jan 24 - Jan 26
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.4/10 Exceptional! (953 reviews)
The wellness center was my favorite!

Reviewed on Nov 8, 2026

Where to stay in Kimball

Find the best Kimball areas and neighborhoods for the activities you enjoy most. Learn more about Kimball
A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Kimball 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 $165 per night from Nov 24 to Nov 25
CA $165
CA $197 total
Nov 24 - Nov 25
includes taxes & fees
8/10 Very good! (10,071 reviews)
"Congress Plaza Hotel was an ideal hotel for its location to many Chicago sites. It is in walking distance to Soldier's Field which allowed us to get to the football game without dealing with traffic issues. Parking was easy to access and the lot was conveniently located behind the hotel."

Reviewed on Nov 13, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Nov 15 to Nov 16
CA $165
CA $196 total
Nov 15 - Nov 16
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Dec 10 to Dec 11
CA $151
CA $180 total
Dec 10 - Dec 11
includes taxes & fees
River Hotel
See all 4,602 properties in Kimball
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Kimball vacation package cost?
From just CA $818, you can customize your Kimball vacation package. Simply bundle hotels, flights and rental cars and we'll reward you with discounts.
How do I get a cheap travel package to Kimball?
Bundle your hotel and flight bookings, add extras such as a rental car or activities, and save with a Kimball vacation package. You won't just pick up exciting discounts on your escape — you'll have a world of choice at your fingertips too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 hotels around the globe. Your affordable vacation starts right here, right now!
Where should I stay in Kimball?
Check Lincoln Park off your must-see list and then stay right around the corner. Soak up the buzzing vibe around this major attraction and check it out whenever the mood strikes!
How far in advance should I book my Kimball vacation?
To land cheap prices, book early. Air carriers usually start selling tickets, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway to Kimball, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Kimball travel package include?
You can choose from a combination of hotels, flights and rental cars. Once you've made your booking, you can add some tours and activities. Want to pick your fare class? That's possible too. The choice is all yours when it comes to organizing your dream Kimball escape.
What should I know before booking a Kimball travel package?
You'll save plenty with an Expedia travel package. Bundle your flights, rental cars and hotels and unlock great discounts. You're not restricted to hotels, however. We have beachside condos, cabins in the mountains and even glamping tents!
Can I choose my airline with a Kimball Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners across the globe, so you have lots of choice when arranging your Kimball escape.
If I'm not able to travel, can I cancel my Kimball vacation package?
Because we know life can be unpredictable, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.