Near East Side Vacations from ￥57,657

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    Save up to ￥45,448 when you book a flight and hotel together*

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The Latest Near East Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Schaumburg Chicago Northwest

Wyndham Garden Schaumburg Chicago Northwest

3 out of 5
Price was ￥62,447, price is now ￥57,657 per person
￥57,657
per person
Jan 6 - Jan 8
found 12 hours ago
Roundtrip flight included
Omaha (OMA) to Chicago (ORD)
6.6/10 (1,033 reviews)
Yes we had a great stay

Reviewed on Nov 8, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ￥85,736, price is now ￥75,524 per person
￥75,524
per person
Jan 5 - Jan 8
found 12 hours ago
Roundtrip flight included
Omaha (OMA) to Chicago (ORD)
9.4/10 Exceptional! (3,374 reviews)
Clean room, GREAT location, nice rooftop space. Nice bath products.

Reviewed on Nov 13, 2025

Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
Downtown Chicago
Price was ￥89,484, price is now ￥80,350 per person
￥80,350
per person
Jan 5 - Jan 8
found 12 hours ago
Roundtrip flight included
Omaha (OMA) to Chicago (ORD)
9.4/10 Exceptional! (3,384 reviews)
Clean room, great amenities, perfect location

Reviewed on Nov 13, 2025

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Downtown Chicago
Price was ￥80,174, price is now ￥73,514 per person
￥73,514
per person
Jan 5 - Jan 8
found 12 hours ago
Roundtrip flight included
Omaha (OMA) to Chicago (ORD)
9.2/10 Wonderful! (3,951 reviews)
everything was great! staff gave me a great room with a view but it came with a price, no bottom shower head but the top was still there.

Reviewed on Nov 12, 2025

Motel Edgebrook Chicago North Shore by OYO

Motel Edgebrook Chicago North Shore by OYO

2 out of 5
Forest Glen
Price was ￥65,596, price is now ￥60,298 per person
￥60,298
per person
Jan 6 - Jan 8
found 12 hours ago
Roundtrip flight included
Omaha (OMA) to Chicago (ORD)
6.2/10 (353 reviews)
For a cheap hotel, it’s fine as it has the basic necessities a hotel needs - however, it was slightly dirty, microwave didn’t work, and no plugs. The side lights on the nightstands didn’t work and the room was hot (no temperature regulation). For the price it’s fair

Reviewed on Nov 2, 2025

Where to stay in Near East Side

Find the best Near East Side areas and neighborhoods for the activities you enjoy most. Learn more about Near East Side
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

Near East Side Hotel Deals

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥18,808 per night from Nov 24 to Nov 25
￥18,808
￥26,615 total
Nov 24 - Nov 25
includes taxes & fees
8.8/10 Excellent! (2,926 reviews)
Outstanding service from valet to check in to helpful staff at every turn. Beautiful space; clean room. Great experience

Reviewed on Nov 6, 2025

Swissotel - Chicago
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥21,636 per night from Nov 27 to Nov 28
￥21,636
￥29,418 total
Nov 27 - Nov 28
includes taxes & fees
8.4/10 Very Good! (1,749 reviews)
Clean room. Breakfast was good. Service time a bit slow one of the days. Overall staff is very helpful. Room was clean and very nice

Reviewed on Nov 4, 2025

Radisson Blu Aqua Hotel Chicago
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 ￥14,728 per night from Nov 25 to Nov 26
￥14,728
￥17,289 total
Nov 25 - Nov 26
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
See all 4,569 properties in Near East Side
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 Near East Side vacation package cost?
Say yes to new adventures with our Near East Side vacation packages, which start from a low ￥57,657. Select the hotels and flights that suit your style. Then, add on a couple of enriching experiences for an unforgettable getaway.
How do I get a cheap travel package to Near East Side?
By bundling. Hotels, rental cars and flights — combine whatever you need into a Near East Side vacation package and save. Score even more bargains when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the freedom to put together your trip your way. We offer more than 550 airlines and 1,000,000 properties globally, so that everyone has a chance to travel and fulfill those vacation fantasies.
Where should I stay in Near East Side?
Most visitors to Near East Side include both McCormick Place and Millennium Park on their bucket lists. Why not select a hotel within walking distance of these popular attractions?
What are the top hotels in Near East Side?
Book a stay at Swissotel - Chicago. It's one of this area's most popular hotels. Another top-rated option in Near East Side is Radisson Blu Aqua Hotel Chicago.
How far in advance should I book my Near East Side vacation?
It's always wise to book early. Airlines generally release flights up to a year ahead of departure, and this is a great opportunity to land some of the cheapest prices. Boss just told you to use up your vacation time next month? That's alright! Expedia are never short of fantastic bargains to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Near East Side travel package include?
Car rentals, hotels and flights — we bring you all the best deals. All you'll have to do is select your preferred combination. After you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it easy to customize an exciting Near East Side getaway.
What should I know before booking a Near East Side travel package?
You'll enjoy excellent savings when you bundle your hotels, flights and rental cars into a package. Plus, booking everything in one spot makes trip planning much easier. So why waste your money or time? Whether you're organizing a ritzy city getaway or a budget family adventure, take a look at our vacation packages today.
Can I choose my airline with a Near East Side Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Just pick the carrier you want and craft the perfect Near East Side escape.
If I'm not able to travel, can I cancel my Near East Side vacation package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Locked in your Near East Side vacation package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may incur a fee from your airline, hotel or car rental company. For more information, visit our Customer Service Portal. We're here to help you every step of the way.

Discover the most popular places to visit in Near East Side

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

4.5/5(332 reviews)

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

4.5/5(4,870 reviews)

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.