Hermosa Vacation Packages 2026 from $525

Your Hermosa Vacation

Hermosa is beckoning! Whatever type of break you're organizing, you can see and experience more of this neighborhood with a Hermosa vacation package. Kick off your trip to Hermosa by checking out nearby attractions such as Portage Park, Walt Disney House and Six Corners. No matter your travel goals or the size of your budget, booking the ultimate Hermosa vacation is simple with Expedia.

The Latest Hermosa Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Save 100% on your flight

$525

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (2,089 reviews)

The location could not be better--close to Michigan Avenue and the Red Line L--and the property is clean, quiet, and safe. The only thing that rankled were the elevators, for which one typically has to wait years for: ended up taking the stairs often, and I was staying on the 9th floor.

Reviewed on Aug 21, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$885

per person

Oct 28 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (4,907 reviews)

They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun.

Reviewed on Aug 22, 2026

The Talbott, Autograph Collection

Downtown Chicago

Save 100% on your flight

$709

per person

Oct 28 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (157 reviews)

Front desk manager agreed to change my date with on-line service from the next weekend to the current weekend, so I booked and checked in. 4 days later, the on-line booking co. Said the manager did not agree to release my reservation. Unethical procedurers.

Reviewed on Aug 12, 2026

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$1,018

per person

Oct 27 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (550 reviews)

Great staff and amenities. Beautiful pool, bbq area and more. Terrific room Only issues was parking was $68 a day, plus incidental holds of $200 per day. Security is strong and is close to Fulton Market and we would walk over to the RiverWalk every day As the hotel is permanent residents and renters security is job 1. Problems you have to go to the third floor to get a baggage cart and you have to leave your drivers license, which I didn’t care for and to get into the garage you have to call security and more than once no one answered and you had to go into the building and find them. For the money your room key or a key pad should allow you in.

Reviewed on Aug 21, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$967

per person

Oct 28 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,638 reviews)

Beautiful place to experience

Reviewed on Aug 22, 2026

Where to stay in Hermosa

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

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.

Hermosa Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$113 nightly

$135 total

Sep 8 - Sep 9

Total with taxes and fees

8/10 Very Good! (10,276 reviews)

"Very nice hotel. We had a King size bed overlooking Buckingham fountain. Booking a park view room is highly recommended. The shower/bathroom is on the smaller end, however, knowing the history of the hotel, it comes at no surprise. The hotel itself has so much history and has quite a few famous guests ..."

Reviewed on Aug 21, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

$215 nightly

$215 total

Aug 23 - Aug 24

Total with taxes and fees

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Fully refundableReserve now, pay when you stay

$251 nightly

$295 total

Sep 12 - Sep 13

Total with taxes and fees

See all 4,738 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.

Stay near popular Hermosa attractions

Walt Disney House

Learn about the local history of Chicago when you take a trip to Walt Disney House. Experience the entertainment choices and acclaimed theater scene in this vibrant area.

See properties

Segundo Ruiz Belvis Cultural

After visiting Segundo Ruiz Belvis Cultural, make a plan to see the other sights and activities in Chicago.

See properties

Things to do

360 CHICAGO Observation Deck

$27

per adult

86% of travellers recommend

Chicago: Willis Tower Skydeck and The Ledge Ticket

$47

per adult

88% of travellers recommend

Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25

per adult

90% of travellers recommend

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.

Hermosa Vacations from $525

Book a Hotel + Flight or Car together to unlock savings

Room 1

Your Hermosa Vacation

The Latest Hermosa Vacation Packages

Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

The Talbott, Autograph Collection

Level Chicago Fulton Market

Sable at Navy Pier Chicago, Curio Collection by Hilton

Where to stay in Hermosa

Downtown Chicago

The Loop

Magnificent Mile

River North

Lincoln Park

Hermosa Hotel Deals

Congress Plaza Hotel

The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago O'Hare Airport

Stay near popular Hermosa attractions

Walt Disney House

Segundo Ruiz Belvis Cultural

Things to do

360 CHICAGO Observation Deck

Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Navy Pier Centennial Wheel Ticket