Half Day Vacation Packages 2026 from $369

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Your Half Day Vacation

When you book a vacation package to Half Day, you can relax and enjoy your break knowing that all your travel plans are in order. Discover the wonders of this vibrant city while based in a neighborhood like Riverwoods, which is great for nature. If a sightseeing tour is part of the plan during your trip to Half Day, visit well-known attractions like Marriott Theatre, Edward L. Ryerson Conservation Area and Par-King Skill Golf. A few quick clicks is all it takes to craft a tailored Half Day vacation on Expedia.

The Latest Half Day Vacation Packages

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

Chicago Lake Shore Hotel

Kenwood

Save 100% on your flight

$369

per person

Nov 26 - Dec 1

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

7/10 Good! (1,004 reviews)

The only thing I didn’t like was the stairway, they don’t have elevators. The rooms were clean, bed was comfortable to sleep with, pillows were new restroom was well maintained.

Reviewed on Sep 14, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$735

per person

Nov 18 - Nov 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (1,995 reviews)

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$715

per person

Oct 23 - Oct 26

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,174 reviews)

Everything was great

Reviewed on Sep 15, 2026

The Talbott, Autograph Collection

Downtown Chicago

Save 100% on your flight

$438

per person

Nov 18 - Nov 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (165 reviews)

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$538

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (3,512 reviews)

Lovely room

Reviewed on Sep 15, 2026

Where to stay in Half Day

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

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 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 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 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.

Half Day Hotel Deals

Courtyard by Marriott Chicago Lincolnshire

505 Milwaukee Ave Lincolnshire IL

Fully refundableReserve now, pay when you stay

$93 nightly

$104 total

Oct 4 - Oct 5

Total with taxes and fees

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Fully refundableReserve now, pay when you stay

$186 nightly

$212 total

Oct 4 - Oct 5

Total with taxes and fees

9/10 Wonderful! (3,141 reviews)

"Charging $4 for the in-room water with complimentary in a large font but (only for elite members) in a small font is laughable"

Reviewed on Sep 15, 2026

Marriott Chicago O'Hare

8535 West Higgins Road Chicago IL

Fully refundableReserve now, pay when you stay

$188 nightly

$221 total

Oct 2 - Oct 3

Total with taxes and fees

See all 1,255 properties in Half Day

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.