Lincoln Square Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Lincoln Square
Price found within the past 48 hours. Click for updated prices.
Where to stay in Lincoln Square
Find the best Lincoln Square areas and neighborhoods for the activities you enjoy most. Learn more about Lincoln Square
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.
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.
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.
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.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
Lincoln Square Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $169
CA $201 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very good! (10,288 reviews)
"Lower price$"
Reviewed on Aug 11, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $199
CA $237 total
Aug 30 - Aug 31
includes taxes & fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $320
CA $376 total
Sep 11 - Sep 12
includes taxes & fees
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.
Frequently asked questions
How much does a Lincoln Square vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Lincoln Square from just CA $1,379. And the more you bundle, the more dollars you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to Lincoln Square?
Our Lincoln Square vacation packages mean plenty of savings for the savvy wanderer. For the best deals, simply combine your hotel, flights and extras (including activities) into an affordable package. But great bargains are just the beginning of your next amazing adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options worldwide to select from. Whatever your style or budget, there's a vacation package here just for you.
Where should I stay in Lincoln Square?
Book a room within walking distance of Lincoln Park, one of this area's top attractions. It's the ideal place for those eager to check out the local sights.
How far in advance should I book my Lincoln Square vacation?
While not all air carriers release tickets early, you can usually start comparing international fares on Expedia up to a year in advance. This is the time you'll bag some fantastic deals. If you've left things to the last minute, you could still be in luck. Low prices occasionally become available just weeks before departure.
What does an Expedia Lincoln Square travel package include?
From flights and hotels to car rentals, Expedia can help you put together a Lincoln Square package that's ideal for you. Heading away for a while? Look into a rental car, flight and hotel bundle. If you're taking a quick break, a hotel and airfare deal could be what you're after. Tours and activities can be added after you've booked. Our vacation packages make it simple to plan and save.
What should I know before booking a Lincoln Square travel package?
Whether it's relaxation or adventure you're chasing, a Lincoln Square vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Lincoln Square Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you sure can! Just pick the airline you want and create the perfect Lincoln Square vacation.
If I'm not able to travel, can I cancel my Lincoln Square vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Lincoln Square vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
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.