Hermosa Holidays

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    • Better together

    Save up to S$134 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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Where to stay in Hermosa

Find the best Hermosa areas and neighborhoods for the activities you enjoy most. Learn more about Hermosa
Downtown Chicago which includes 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

Top hotels in Hermosa

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
7.8/10 Good! (9,385 reviews)
"This is a beautiful historic Chicago downtown hotel across the street from Grant Park. However, some of the rooms and hallways are in need of updating."

Reviewed on 1 Oct, 2025

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Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$185 per night from 27 Oct to 28 Oct
S$185
27 Oct - 28 Oct
includes taxes & fees
7.8/10 Good! (2,417 reviews)
Good for 3 nights
"The price was right, the location excellent for shopping, riverwalk, other attractions within walking distance. The rooms are tiny, the bar and breakfast inconsistent. The mattress was terrible and needs to be replaced. The lobby area is beautifully refurbished and a place to spend time reading, ..."

Reviewed on 30 Sept, 2025

Freehand Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$256 per night from 5 Nov to 6 Nov
S$256
5 Nov - 6 Nov
includes taxes & fees
8.4/10 Very Good! (5,020 reviews)
"Hotel is great and they were very attentive to anything that was needed. I cant say enough about the staff. Chicago is one of this country's great walkable cities so the location provided great opportunity to easier get where you want to go."

Reviewed on 1 Oct, 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,736 properties in Hermosa
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 a Hermosa holiday package cost?
We make it easy to travel the world, with Hermosa holiday packages starting from just . You'll have the flexibility to combine your favourite airlines, hotels and car rental. For the ultimate getaway, why not add some tours and experiences to your itinerary?
How do I get a cheap travel package to Hermosa?
Secure flights that fit your busy schedule, add a hotel room to your booking and watch the savings stack up with a Hermosa holiday package. It's that simple! From flights and hotels to activities and rental cars, Expedia makes travelling on a budget easy. And with more than 550 air carriers and 1,000,000 properties around the world to pick from, you'll never be short of choice.
Where should I stay in Hermosa?
With interesting attractions like Portage Park and Six Corners in this area, look for a hotel situated near them. Walt Disney House is another sight that pulls the crowds.
How far in advance should I book my Hermosa holiday?
While prices change from time to time, we generally advise booking your holiday as soon as possible. Many international airfares are found on Expedia up to a year in advance. If circumstances have left you booking late, you might still be lucky. Cheap journeys to Hermosa sometimes appear just weeks before departure.
What does an Expedia Hermosa travel package include?
Much of that depends on you. You can pick from a range of Hermosa bundles, such as a rental car, hotel and flight. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your perfect Hermosa break looks like, you'll save!
What should I know before booking a Hermosa travel package?
When you book your flights, hotels and car rentals together, you'll pick up awesome discounts. Whether you're planning an outdoor getaway in a chalet or would rather stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Hermosa Expedia holiday package?
Yes, and with over 550 airlines to select from globally, you've got lots of choice. Browse the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Hermosa holiday package?
Because we know life can throw you a few curveballs, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you've booked your Hermosa holiday package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Things to do

River tour boat in Chicago

Architecture River Tour

S$63
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

S$57
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$32
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.