Andersonville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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

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    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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,487, price is now CA $1,004 per person
CA $1,004
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (463 reviews)
It’s a bit loud on the weekend. There is no daily housekeeping but great space and great location.

Reviewed on Apr 17, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,434, price is now CA $1,498 per person
CA $1,498
per person
Jul 1 - Jul 8
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Yessss it’s was amazing

Reviewed on Apr 13, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,916, price is now CA $1,246 per person
CA $1,246
per person
Jun 11 - Jun 15
found 13 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .

Reviewed on Apr 17, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,845, price is now CA $1,229 per person
CA $1,229
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,120 reviews)
The anti hero beer,the doorman,staff,the comfortable bed, shower 🚿,

Reviewed on Apr 18, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $3,219, price is now CA $2,251 per person
CA $2,251
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
Celebrate my birthday here and upon arrival was given champagne. It made my evening even better. I felt at home will be returning

Reviewed on Apr 18, 2026

Where to stay in Andersonville

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

Downtown Chicago

5 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.

Find hotels in Downtown Chicago

Andersonville Hotel Deals

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Apr 26 to Apr 27
CA $193
per night
Apr 26 - Apr 27
9/10 Wonderful! (4,155 reviews)
N/A

Reviewed on Apr 18, 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Apr 26 to Apr 27
CA $213
per night
Apr 26 - Apr 27
8.6/10 Excellent! (5,859 reviews)
Clean and easy check in.

Reviewed on Apr 17, 2026

Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Apr 26 to Apr 27
CA $158
per night
Apr 26 - Apr 27
8/10 Very Good! (10,142 reviews)
Our room was uncomfortably warm. They explained that the hotel is old and they put either the air conditioner on or the heat on in the hotel and since it was going to be cool the next day they had turned the heat on to begin heating the hotel for the next day. They did give us a fan and opened the ...

Reviewed on Apr 18, 2026

Congress Plaza Hotel
See all 4,677 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Andersonville vacation package cost?
From just CA $1,004. 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.

Discover the most popular places to visit in Andersonville

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

4.5/5(3 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

4.5/5(460 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
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.