Jeffrey Manor Vacations from ￥443,448

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The Latest Jeffrey Manor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ￥524,160, price is now ￥443,448 per person
￥443,448
per person
Aug 4 - Aug 9
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
Staff was friendly, very nice property in a good walkable location

Reviewed on May 1, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was ￥545,226, price is now ￥452,497 per person
￥452,497
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,008 reviews)
The morning coffee was excellent. We asked about tea in the evening and akettle and wonderful teas were brought to our room. We went to the bar for happy hour and the appetizers were great as were the prices. Nice location. Friendly staff.

Reviewed on May 12, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was ￥557,233, price is now ￥464,974 per person
￥464,974
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (984 reviews)
We loved the view from the 30th floor! The place was near the L, bus stops and walking distance to restaurants.. The bed was comfortable but it would be nice to have a table and lamp on both sides. The room seemed to be geared towards singles rather than couples. The espresso machine was a nice touch but fairly unusable for us. We ended up buying instant coffee and used the electric kettle. Sad that we couldn’t use the hot tub during our trip because it was closed for maintenance. But all in all, we were quite pleased with the apartment! Hubby spent a lot of time on the balcony enjoying the views. Highly recommend!

Reviewed on May 16, 2026

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments

2 out of 5
Near North Side
Price was ￥689,948, price is now ￥581,171 per person
￥581,171
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (16 reviews)
⭐⭐⭐⭐⭐ We had a fantastic stay in this 4-bedroom apartment hotel. Looks exactly like the pictures. The unit was spotlessly clean and perfectly appointed — it truly felt like a home away from home. The kitchen had every amenity you could possibly need, which made cooking and relaxing with family incredibly easy. The bedding was beautiful and very comfortable, and having a washer and dryer in the unit was a huge bonus, especially for a longer stay. The building itself felt very secure, including the parking area, which gave us great peace of mind. We also loved the amenities — the gym and lounge area were excellent and well maintained. Overall, this was one of the best apartment-style stays we’ve had. Comfortable, convenient, and thoughtfully set up. We would absolutely stay here again.

Reviewed on Mar 5, 2026

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Price was ￥537,203, price is now ￥452,915 per person
￥452,915
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,225 reviews)
Nice hotel in a great location.

Reviewed on May 15, 2026

Where to stay in Jeffrey Manor

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

Jeffrey Manor 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 ￥21,202 per night from May 26 to May 27
￥21,202
￥25,207 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (10,141 reviews)
Did not look like the pictures shown online old hotel not update

Reviewed on May 17, 2026

Congress Plaza Hotel
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 ￥23,652 per night from May 25 to May 26
￥23,652
￥32,646 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (4,168 reviews)
Breakfast was excellent and a ton of choices. I especially liked the oatmeal with cinnamon milk.

Reviewed on May 17, 2026

Hotel Riu Plaza Chicago
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 ￥19,275 per night from May 25 to May 26
￥19,275
￥22,916 total
May 25 - May 26
includes taxes & fees
7.8/10 Good! (1,423 reviews)
Great stay

Reviewed on May 17, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,218 properties in Jeffrey Manor
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 a Jeffrey Manor vacation package cost?
Our Jeffrey Manor packages, which start at just ￥443,448, are an easy way to save. Choose your favorite hotels, flights and more to create your perfect trip.
How do I get a cheap travel package to Jeffrey Manor?
If you love amazing deals, combine your bookings into a Jeffrey Manor vacation package. Whether you're looking for hotels, flights, activities or rental cars, you can book everything in one place. You'll have lots of choice at your fingertips as well. Expedia has more than 550 partner airlines and 1,000,000 properties around the globe to choose from. Fly with who you want, find a room where you like and save a packet — now that's the ideal escape!
Where should I stay in Jeffrey Manor?
With fascinating attractions such as Calumet Beach and Calumet Park in this neighborhood, look for a hotel positioned near them. Harborside International Golf Center is another sight that visitors flock to.
How far in advance should I book my Jeffrey Manor vacation?
It can be difficult to know exactly when the best time is to book your Jeffrey Manor vacation. But typically the earlier you book, the better the prices. In some cases, you can reserve your flights and hotels up to 12 months prior to your departure date. If you're thinking of a last-minute getaway, no need to stress! There are terrific deals announced on Expedia all the time.
What does an Expedia Jeffrey Manor travel package include?
That depends on you. You can pick from a range of Jeffrey Manor packages, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your dream Jeffrey Manor trip looks like, you'll save!
What should I know before booking a Jeffrey Manor travel package?
Bundling your bookings into a Jeffrey Manor vacation package is the easiest way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Jeffrey Manor Expedia vacation package?
Most definitely. Expedia has more than 550 airline partners to select from around the globe. With so many choices, finding the ideal carrier to bring you to Jeffrey Manor will be a breeze.
If I'm not able to travel, can I cancel my Jeffrey Manor vacation package?
If your vacation plans in Jeffrey Manor have been upended, it's good to know that you can amend or cancel your booking. If you made your booking in the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. To learn more, check our Customer Service Portal.

Discover the most popular places to visit in Jeffrey Manor

Wrigley Field

Wrigley Field

4.5/5(2,149 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(461 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(4,925 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

￥4,289
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

￥7,012
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

￥6,375
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.