Obama's House Vacation Deals: Obama's House, Kenwood Holidays

Obama's House vacation package deals

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

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

per person

Jun. 12 - Jun. 15

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Level Chicago – Old Town, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

Fairmont Chicago at Millennium Park Gold Experience

Downtown Chicago

Save 100% on your flight

per person

Jul. 19 - Jul. 22

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Popular attractions Millennium Park and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Fairmont Chicago at Millennium Park Gold Experience, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

per person

Jun. 16 - Jun. 20

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Level Chicago - River North, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

per person

Jul. 11 - Jul. 15

Roundtrip non-stop flight included

Québec (YQB) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

per person

Jun. 16 - Jun. 20

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Willis Tower and Chicago Riverwalk are located nearby.

Frequently asked questions

How much are vacation packages to Obamas House?

Check out Travelocity’s awesome CA $1,047 Obamas House package deal. With all the cash you save on your flights and hotel, you’ll be able to splash out on some unforgettable adventures. Watch out Obamas House, here you come!

Where can I get the best vacation package deals for Obamas House?

Walking away with the perfect package deal to Obamas House is easy with Travelocity. With around 400 air carriers and 665,000 properties across the globe, you won’t be short of choice when it comes to your hotels and flights.

Why should I purchase my Obamas House vacation bundle with Travelocity?

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Can I go on vacation to Obama's House at this time?

Don’t take off to Obama’s House without up-to-date facts about travel restrictions and quarantine policies. Travelocity’s Covid-19 Travel Advisor will fill in the blanks. Our local experts have pulled together all the information you need to make your vacation as stress-free as possible.

Top Obama's House hotel deals

Hyatt Place Chicago-South/University Medical Center

5225 S Harper Ave, Chicago, IL

Free cancellation

CA $220

per night

May 27 - May 28

Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Soldier Field and Grant Park are located nearby. Discover genuine guest reviews for Hyatt Place Chicago-South/University Medical Center, in Hyde Park neighborhood, along with the latest prices and availability – book now.

Pet-friendly

Breakfast included

Sophy Hyde Park

1411 East 53rd Street, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $259

per night

May 27 - May 28

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Soldier Field and Grant Park are located nearby. Discover genuine guest reviews for Sophy Hyde Park, in Hyde Park neighborhood, along with the latest prices and availability – book now.

Pet-friendly

Breakfast available

Best Western Plus Hyde Park Chicago Hotel

4900A S. Lake Shore Drive, Chicago, IL

Stay at this 3-star hotel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Grant Park are located nearby. Discover genuine guest reviews for Best Western Plus Hyde Park Chicago Hotel, in Kenwood neighborhood, along with the latest prices and availability – book now.

Pet-friendly

Breakfast included

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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.