Drexel Estate Vacations from $355

Book a Hotel + Flight or Car together to unlock savings

Your Drexel Estate Vacation

The best way to experience this unique city is with a customized Drexel Estate vacation package. Stay in the neighborhood of Magnificent Mile, which is good for cafes, shopping and history or go someplace else — our packages are all about you. If your trip to Drexel Estate includes some sightseeing, visit famous attractions like Marquette Park, S.S. Peter and Paul Church and Balzekas Museum of Lithuanian Culture. Expedia can help you escape the everyday. Tailor your vacation to Drexel Estate to suit your travel style, whatever that may be!

The Latest Drexel Estate Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 28 - Jan 31

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,687 reviews)
    "Great buffet breakfast and friendly staff"
    Reviewed November 11, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop MDW - ATL • Nonstop
    $510
    $355
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • Jan 23 - Jan 27

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (609 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $911
    $575
    per traveler
    found 1 day ago
    Level Chicago Fulton Market
  • Jan 23 - Jan 27

    The Emily Hotel + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,357 reviews)
    "The location of this hotel is great with the exception of its proximity to the train tracks. There were train horns sounding at all hours and fairly frequently. The hot water in my room took an extremely long time and house keeping didn’t always replenish/ replace items they would remove such as dark face cloth for makeup removal and wet makeup removal towelette."
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $1,089
    $725
    per traveler
    found 1 day ago
    The Emily Hotel
  • Dec 18 - Dec 22

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,880 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $853
    $580
    per traveler
    found 2 days ago
    Sheraton Grand Chicago Riverwalk
  • Dec 25 - Dec 30

    Hilton Grand Vacations Club Chicago Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    3.5 star property
    9.2/10 - Wonderful (485 reviews)
    "El servicio increíble, todo estaba limpio y el personal muy amable"
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $603
    $414
    per traveler
    found 1 day ago
    Hilton Grand Vacations Club Chicago Magnificent Mile

Where to stay in Drexel Estate

Find the best Drexel Estate areas and neighborhoods for the activities you enjoy most.

Downtown Chicago

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

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.

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.

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.

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.

What to do near Drexel Estate

Drexel Estate Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.