Ellsworth Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Holiday Package Deals in Ellsworth

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

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,117
per person
Nov 12 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Swissotel - Chicago

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)
Nice place in a good location

Reviewed on Aug 18, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,527
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
CA $1,364
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,808 reviews)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
CA $1,380
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,293 reviews)
I had a really great stay - employees were helpful, I was checked in fast and early, the lobby is easy to navigate and everything is very clean. My room was spacious, lots of light and a great bathroom with plenty of towels and nice toiletries, and the bed was comfortable. They provide a big tea selection and a hot water kettle, not just a coffee machine which is a major plus for me as a non-coffee drinker, but also stocked a coffee machine for those who do. Was provided late checkout without any issue when my flight was delayed. Would happily stay here again!

Reviewed on Aug 18, 2026

Where to stay in Ellsworth

Find the best Ellsworth areas and neighborhoods for the activities you enjoy most. Learn more about Ellsworth
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 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.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Ellsworth Hotel Deals

Congress Plaza Hotel

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
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

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 24 - Aug 25
includes taxes & fees
8/10 Very good! (2,031 reviews)
"Upon entering the building, the lobby is beautiful! But upon entering the floor to my room, the smell of ammonia was overwhelming, the carpet dirty and stained, the hallway wall was in disrepair . The room was minimalist- no rugs on the floor, no chairs to sit on, no decor. No little cup of coffee ..."

Reviewed on Aug 18, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $334
CA $392 total
Sep 12 - Sep 13
includes taxes & fees
8.4/10 Very good! (2,420 reviews)
"The bed was hard and the air conditioner was so loud that it kept waking us up throughout the night. Not a good nights sleep at all."

Reviewed on Aug 18, 2026

Hilton Chicago O'Hare Airport
See all 4,830 properties in Ellsworth
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.

Frequently asked questions

How much does an Ellsworth vacation package cost?
Much less than you might think — from a low CA $1,117, in fact! By combining flights, hotels and car rentals into a custom-made vacation package, your Ellsworth escape is just a few clicks away.
How do I get a cheap travel package to Ellsworth?
Crafting your own Ellsworth vacation package with Expedia is such a simple way to save. We have more than 550 partner airlines and 1,000,000 properties spread across the globe. With such an amazing range to pick from, you'll have no difficulty creating your dream vacation.
What are the top hotels in Ellsworth?
If it's comfort and convenience you're searching for, you can't go past Lovely One Bedroom Modern Condo. Spend your evenings kicking back here and your days wandering around Ellsworth's best sights.
How far in advance should I book my Ellsworth vacation?
It depends on the airline, but you can normally look up international flights on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky travelers will occasionally find a cheaper ticket just weeks before departure dates.
What does an Expedia Ellsworth travel package include?
It all comes down to what sort of getaway you want to have. Ellsworth vacation deals can include car rentals, flights and hotels. You can mix and match to find the travel package that fits your needs. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking an Ellsworth travel package?
You'll enjoy terrific savings when you combine your hotels, flights and rental cars into a package. Not just that, booking everything in one place simply makes planning easier. So why waste your time or money? Whether you're organizing a fancy romantic getaway or a budget family adventure, check out our vacation packages today.
Can I choose my airline with an Ellsworth Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Ellsworth vacation package?
Don't worry if you're rethinking your Ellsworth vacation package — you can cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We know your circumstances can change suddenly, so look up our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $38
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $63
per adult
94% of travellers recommend
Wendella's Lake and 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.