Douglas Vacations from $541
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Your Douglas Vacation
Make travel planning easier by locking in a vacation package to Douglas. We'll handle the small stuff, so you can focus on savoring everything this neighborhood has to offer. Wondering what to see and do during your trip to Douglas? Nearby attractions like Guaranteed Rate Field, Illinois Institute of Technology and Bridgeport Art Center are excellent places to start. No matter your travel goals or budget, booking your ideal Douglas vacation is easy with Expedia.
The Latest Douglas Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $923, price is now $601 per person
$601
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,809 reviews)
There were no amenities in the room. No mini fridge, no microwave, no coffee pot. The only complimentary offerings were coffee, juice, and fruit in the lobby. The rooms were extremely small.
That being said, it was a clean room for us to sleep in and a clean bathroom to shower in. It served it's purpose, but I had a much better experience at other hotels in the area for the same price.
Reviewed on Jul 19, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,394, price is now $921 per person
$921
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,801 reviews)
Perfect stay 10/10
Reviewed on Jul 19, 2026
Where to stay in Douglas
Find the best Douglas areas and neighborhoods for the activities you enjoy most. Learn more about Douglas
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.
Douglas Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
$189 nightly
The price is $215 total per night from Aug 6 to Aug 7
$215 total
Aug 6 - Aug 7
Total with taxes and fees
8.8/10 Excellent! (2,857 reviews)
"The room was very loud. Music playing late into the night. Not able to get a good nights sleep"
Reviewed on Jul 20, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $204 total per night from Aug 3 to Aug 4
$204 total
Aug 3 - Aug 4
Total with taxes and fees
8.2/10 Very Good! (1,788 reviews)
"This place was in a great location. Easy walk to many restaurants and 5 minute walk to the train. The free coffee in the lobby was excellent."
Reviewed on Jul 20, 2026
The Wade
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $302 total per night from Aug 9 to Aug 10
$302 total
Aug 9 - Aug 10
Total with taxes and fees
8.6/10 Excellent! (1,936 reviews)
"The only thing was we asked for an extra pillow and it was never delivered."
Reviewed on Jul 19, 2026
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 Douglas attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.