Andersonville Vacations from ￥291,128

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 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

The Latest Andersonville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥351,120, price is now ￥291,128 per person
￥291,128
per person
Jan 17 - Jan 21
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
FOOD WAS GOOD, JUST A LITTLE COLD, BUT NO MAJOR PROBLEMS

Reviewed on Nov 12, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ￥478,928, price is now ￥418,007 per person
￥418,007
per person
Jan 2 - Jan 8
found 12 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.

Reviewed on Nov 12, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was ￥466,364, price is now ￥410,922 per person
￥410,922
per person
Jan 2 - Jan 8
found 12 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.

Reviewed on Oct 28, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥464,252, price is now ￥415,319 per person
￥415,319
per person
Jan 2 - Jan 8
found 12 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
The breakfast exceeded my expectations. I loved this hotel. Everything was great I will be staying again.

Reviewed on Nov 13, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was ￥456,322, price is now ￥412,413 per person
￥412,413
per person
Jan 2 - Jan 8
found 12 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,852 reviews)
We felt welcomed and supported in every way. Tasteful, artistic, comfortable, convenient, fun, good food. Terrific staff. Will definitely come again. Highly recommend.

Reviewed on Nov 12, 2025

Where to stay in Andersonville

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

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.

Find hotels in Downtown Chicago

Andersonville Hotel Deals

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 ￥15,097 per night from Nov 24 to Nov 25
￥15,097
￥17,722 total
Nov 24 - Nov 25
includes taxes & fees
8.4/10 Very Good! (5,235 reviews)
Clean room; kind and courteous staff; excellent breakfast and happy hour included

Reviewed on Nov 10, 2025

Embassy Suites by Hilton Chicago Downtown River North
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 ￥15,514 per night from Nov 16 to Nov 17
￥15,514
￥18,212 total
Nov 16 - Nov 17
includes taxes & fees
8.8/10 Excellent! (3,274 reviews)
Everything. Loved the experience.

Reviewed on Nov 12, 2025

Hilton Chicago/Magnificent Mile Suites
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 ￥15,899 per night from Nov 16 to Nov 17
￥15,899
￥18,663 total
Nov 16 - Nov 17
includes taxes & fees
8/10 Very Good! (9,565 reviews)
Place is great, super classic feel. Staff is super nice, very clean, comfortable bed. They upgraded me to a lakeview room which was amazing. Only thing I'll say is that it took a while for the water to warm up in the shower. It eventually did, though. Would definitely come back. Has that classic ...

Reviewed on Nov 12, 2025

Congress Plaza Hotel
See all 4,618 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 ￥291,128. 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 featuring cbd, a sporting event and a city

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

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

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

￥7,445
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

￥6,717
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,749
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.