Andersonville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Andersonville

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $909
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
Park Hyatt Chicago

Park Hyatt Chicago

Downtown Chicago
Save 100% on your flight
CA $2,642
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
Save 100% on your flight
CA $2,080
per person
Nov 10 - Nov 14
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Chicago (ORD)
9/10 Wonderful! (3,518 reviews)
The feont desk staff was amazing - and the services at the bar was great.

Reviewed on Sep 29, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
CA $2,132
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
The Trump hotel is right in the middle of downtown, but it's on the quieter side of the river from the other hotels. It offers direct access to the river where you can join the architecture river tour and is overall quieter than the hotels on the other side of the river. The self parking is a bit of a tricky drive up very narrow and curving ramps. If you drive a Suburban or a Cybertruck, you might have difficulty.

Reviewed on Sep 29, 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
CA $1,286
per person
Nov 15 - Nov 19
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Chicago (ORD)
9.2/10 Wonderful! (527 reviews)
The location is perfect and the building is quite nice. The rooms are also comfortable. This is not a hotel, but rather occupies several floors in a large apartment building. We had a couple issues with our room (malfunctioning, smoke alarm and empty body wash) and neither were dealt with despite a asking multiple times.

Reviewed on Sep 27, 2026

Where to stay in Andersonville

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

Andersonville Hotel Deals

River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $264
CA $313 total
Oct 25 - Oct 26
includes taxes & fees
River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $224
CA $267 total
Oct 25 - Oct 26
includes taxes & fees
8/10 Very good! (10,282 reviews)
"Unable to adjust temperature control in room. Only a low, medium and high! Other than this, no complaints. Very convenient for Bears game."

Reviewed on Sep 29, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
CA $254
CA $302 total
Oct 25 - Oct 26
includes taxes & fees
8/10 Very good! (2,389 reviews)
"We got married here when it was Public Chicago 10 years ago. It’s gone downhill since. The room was not well maintained, they need to be updated. There were stains on the comforter. The shower was very hard to turn on. The pull out couch was very uncomfortable however our bed was very comfortable. ..."

Reviewed on Sep 29, 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,511 properties in Andersonville
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 an Andersonville vacation package cost?
From just CA $909. Yes, you read that right. Our Andersonville packages are the quickest way to make your budget go further. Combine your flights, hotels and rental car and explore this wonderful destination.
How do I get a cheap travel package to Andersonville?
Bundle your hotels and flights with Expedia to save big bucks on your next trip. With over 550 partner airlines and 1,000,000 hotels around the globe, your Andersonville vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not add some interesting tours and activities? It's an easy way to unlock even more savings. Your dream getaway to Andersonville is closer than you thought!
Where should I stay in Andersonville?
Choose a hotel within walking distance of Lincoln Park. This fantastic sight is in the center of the action and on the must-do lists of most travelers.
How far in advance should I book my Andersonville vacation?
It depends on the air carrier, but it's usually possible to compare international flights on Expedia up to 12 months in advance. While it's generally a good idea to book ahead of time, lucky travelers will sometimes find a cheaper flight just weeks before their intended journey.
What does an Expedia Andersonville travel package include?
With Expedia, you can choose a combination of hotels, car rentals and flights to create your perfect Andersonville package. Once you've made your booking, you can add on the fun things like activities and tours. Remember, the more you bundle, the greater the savings!
What should I know before booking an Andersonville travel package?
Locking in all the parts of your escape together is a great way to save. Bundle your flights, car rentals and hotels into a handy little package. But hotels aren't your only option. Expedia features all sorts of properties, including vacation rentals like beach villas and city residences. You've got choices galore!
Can I choose my airline with an Andersonville Expedia vacation package?
With a vacation package, you're in charge. Whether you're hoping to fly to Andersonville in first class or coach, simply choose from the available airline options. Expedia has access to over 550 partner airlines globally.
If I'm not able to travel, can I cancel my Andersonville vacation package?
Whether it's your hotel, flight or rental car, you can cancel or change it. Locked in your Andersonville vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may incur a fee from your hotel, airline or car rental company. For more information, browse our Customer Service Portal. We're here to help you every step of the way.

Stay near popular Andersonville attractions

Andersonville Galleria

Find out about the history of Chicago with a stop at Andersonville Galleria. Stroll along the area's lakeside or simply enjoy its restaurants.
See properties

Swedish American Museum Center

You can spend an afternoon exploring the galleries in Swedish American Museum Center in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
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Women & Children First

Women & Children First is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the area's lakeside or simply enjoy its restaurants.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Flyover in Chicago

Flyover in Chicago

CA $53
per adult
98% of travellers recommend
Flyover in Chicago
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $63
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.