Killgubbin Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Holiday Package Deals in Killgubbin

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
Bad room service, bad dinner/breakfast service at the restaurants and no house keeping - had to ask for it - and when they finally did they didn’t restock the bar or towels.

Reviewed on Aug. 4, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,049 reviews)
Amazing view, nice room sizes and very clean

Reviewed on Aug. 3, 2025

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (3,055 reviews)
Had a lovely stay during the weekend and would likely stay here again in the near future. Staff always greeted me when leaving or entering the building every day and wished me well.

Reviewed on Aug. 4, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,961 reviews)
I liked that this was easy walking distance to most things. I didn’t like that it didn’t have a mini fridge and when you wanted to call the front desk they barely answered.

Reviewed on Aug. 5, 2025

Where to stay in Killgubbin

Find the best Killgubbin areas and neighborhoods for the activities you enjoy most. Learn more about Killgubbin
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Killgubbin 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 $185 per night from Aug 6 to Aug 7
CA $185
CA $217 total
Aug 6 - Aug 7
includes taxes & fees
7.8/10 Good! (8,940 reviews)
"Very convenient location. Easy check-in, even with a very crowded lobby. Polite staff."

Reviewed on Aug. 1, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Aug 21 to Aug 22
CA $239
CA $315 total
Aug 21 - Aug 22
includes taxes & fees
8.2/10 Very Good! (1,825 reviews)
"The iconic and historic hotel are a magnificent landmark and there’s a thrill to entering the lobby every time!"

Reviewed on Aug. 4, 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is CA $201 per night from Aug 24 to Aug 25
CA $201
CA $236 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,335 reviews)
"Thanks beautiful place"

Reviewed on Aug. 3, 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,692 properties in Killgubbin
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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Frequently asked questions

How much does a Killgubbin vacation package cost?
Custom make your Killgubbin vacation package from only CA $1,125. Choose from any combination of hotels, flights and rental cars to pull together the escape you've long been dreaming about. Be sure to add on a few activities!
How do I get a cheap travel package to Killgubbin?
Browse and lock in everything all in one place with our Killgubbin vacation packages. We have incredible bargains on hotels, flights, tours and more that'll keep your pocket happy and your adventurous spirit full. And, with more than 550 air carriers and 1,000,000 properties all over the world to select from, there are endless opportunities to mix and match as you want.
Where should I stay in Killgubbin?
Most who travel to Killgubbin include both McCormick Place and Millennium Park on their must-see lists. Why not select a hotel right near these popular attractions?
How far in advance should I book my Killgubbin vacation?
Get rewarded with the biggest variety at the lowest prices by booking your Killgubbin vacation early. Air carriers usually publish tickets around a year prior to departure, so start locking things in as soon as you can. Having said that, Expedia is committed to providing you with the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia Killgubbin travel package include?
With Expedia, you can choose a combination of flights, hotels and car rentals to create your ideal Killgubbin travel package. Once you've made your booking, you can add on all the fun stuff like day tours and activities. Remember — the more you bundle, the more discounts you'll get!
What should I know before booking a Killgubbin travel package?
A package can be easier on the wallet than individually booking all you need for your trip. For example, combine your flights, hotels and rental cars and score impressive savings. Whatever kind of vacation you're planning, there's bound to be a package to suit your budget.
Can I choose my airline with a Killgubbin Expedia vacation package?
Yes — that's the beauty of an Expedia package. You get to decide. We have access to more than 550 airline partners globally, so you have lots of choice when planning your Killgubbin getaway.
If I'm not able to travel, can I cancel my Killgubbin vacation package?
Whether it's your hotel or flight, you can cancel or amend it. Locked in your Killgubbin vacation package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may incur a fee from your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We're here to help you each step of the way.

Discover the most popular places to visit in Killgubbin

Wrigley Field featuring central business district, a city and a sporting event

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 signage, a city and night scenes

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
Navy Pier

Navy Pier

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

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

CA $41
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

CA $62
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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.