Andersonville Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 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
Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jul 17 - Jul 22

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.2/10 - Very Good (2,765 reviews)
    "Really loved the gym facilities and brand new peloton equipment, room was very nice just small same with the lobby and cafe amenities but the staff was great"
    Reviewed June 6, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥1,090,712
    ￥633,389
    per traveler
    found 17 hours ago
    Hotel Felix River North/Magnificent Mile
  • Front of property
    Jul 17 - Jul 22

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (4,362 reviews)
    "Excelente ubicación, las instalaciones limpias y recientes, y todo el personal muy amable. Lo recomiendo ampliamente."
    Reviewed June 6, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥1,120,965
    ￥651,696
    per traveler
    found 17 hours ago
    Hotel Riu Plaza Chicago
  • Indoor wedding
    Jul 17 - Jul 22

    Swissotel - Chicago + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.0/10 - Wonderful (3,367 reviews)
    "Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
    Reviewed June 6, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥1,120,820
    ￥651,944
    per traveler
    found 17 hours ago
    Swissotel - Chicago
  • Breakfast and dinner served
    Jul 17 - Jul 22

    Omni Chicago Hotel + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,792 reviews)
    "Booked a room - got a suite! Enjoyed the extra space. A separate living room for watching TV or working at a desk. Staff at the hotel was very helpful. Enjoyed the breakfast too."
    Reviewed June 3, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥1,123,966
    ￥664,638
    per traveler
    found 17 hours ago
    Omni Chicago Hotel
  • Premium bedding, pillowtop beds, minibar, in-room safe
    Jul 17 - Jul 22

    Kinzie Hotel + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.2/10 - Wonderful (2,129 reviews)
    "Beautiful hotel and location, super friendly and accommodating staff."
    Reviewed June 7, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥1,066,319
    ￥634,439
    per traveler
    found 17 hours ago
    Kinzie Hotel

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 ￥21,794 per night from Jun 29 to Jun 30
￥21,794
￥25,911 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,187 reviews)
"The hotel was clean for the most part. Corridors smells like soap because I truly believe the housekeeping works hard to keep them that way. Unfortunately the hotel was just old and needs much needed upgrade. The bathroom was looking noticeably old too and the water in the bath area needs to be at ..."

Reviewed on Jun 7, 2026

Congress Plaza Hotel
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 ￥24,363 per night from Jun 28 to Jun 29
￥24,363
￥28,965 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,527 reviews)
"The room was clean not as spacious but great view. The bar was fun!"

Reviewed on Jun 6, 2026

The Chicago Hotel Collection - Magnificent Mile
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥30,296 per night from Jun 30 to Jul 1
￥30,296
￥40,587 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (4,362 reviews)
"Excelente ubicación, las instalaciones limpias y recientes, y todo el personal muy amable. Lo recomiendo ampliamente."

Reviewed on Jun 6, 2026

Hotel Riu Plaza Chicago
See all 4,561 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 . 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

￥4,236
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

￥6,904
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

￥6,276
per adult
92% of travellers recommend
Art Institute of 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.