Andersonville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 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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Top Holiday Package Deals in Andersonville

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,207, price is now CA $798 per person
CA $798
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
everyone at the front desk was helpful and quite nice. room and amenities very clean. gym was well done for such a small space. would be great if there was a bathroom there. coffee and fresh fuit in the morning was awesome.

Reviewed on Jun 19, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,758, price is now CA $1,194 per person
CA $1,194
per person
Sep 10 - Sep 14
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
This location is primarily a place where people live as in an apartment complex. The hotel part of it seems to be more for people doing longer stays. That means you’re not get the normal amenities or service you would get with a more traditional hotel. It is not a bad location, but I would try not to stay here again.

Reviewed on Jun 20, 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 $2,439, price is now CA $1,687 per person
CA $1,687
per person
Sep 14 - Sep 17
found 16 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
Usually this is one of the best property but this time they had water pipe burst and elevators werent working because of that. It was very inconvinient for this stay.

Reviewed on Jun 20, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,746, price is now CA $1,217 per person
CA $1,217
per person
Sep 14 - Sep 17
found 16 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (489 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.

Reviewed on Jun 11, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,476, price is now CA $1,074 per person
CA $1,074
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,799 reviews)
very clean and friendly staff

Reviewed on Jun 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

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 $193 per night from Jun 29 to Jun 30
CA $193
CA $229 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,147 reviews)
"They were incredibly professional and accommodating. The staff was clear on expectations and were able to assist us on requests and information about the city. The rooms and hotel are gorgeous, the historical architecture was an amazing experience."

Reviewed on Jun 21, 2026

Congress Plaza Hotel
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 $197 per night from Jul 5 to Jul 6
CA $197
CA $235 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (4,452 reviews)
"Clean room exelent"

Reviewed on Jun 19, 2026

Hilton Chicago/Magnificent Mile Suites
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is CA $183 per night from Jun 29 to Jun 30
CA $183
CA $217 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (1,601 reviews)
"Our stay was amazing! Staff was very helpful!"

Reviewed on Jun 19, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,577 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
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Frequently asked questions

How much does an Andersonville vacation package cost?
From just CA $798. 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River and Lake Cruise

CA $69
per adult
94% of travellers recommend
Chicago By Night River and Lake Cruise
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.