Near East Side Holidays from £1,420

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Your Near East Side Holiday

Get lost in the wonder of this busy neighbourhood with a Near East Side holiday package. From its nature and walking to its views, there's lots here for every visitor. Some nearby attractions to check out during your trip to Near East Side include Millennium Park, Willis Tower and Art Institute of Chicago. No matter what your ideal Near East Side holiday looks like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
5 Aug - 11 Aug
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (207 reviews)
Thoroughly enjoyed my stay and my room. Will definitely book here again. Basic view of the courtyard but that was not important to me.

Reviewed on 16 Mar 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Aug - 11 Aug
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
The best hotel hands down!

Reviewed on 13 May 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Aug - 11 Aug
Return direct flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,012 reviews)
Excellent, low key service.

Reviewed on 20 May 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
5 Aug - 11 Aug
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (687 reviews)
Great service, nice lounge, comfortable roomy bedrooms

Reviewed on 17 May 2024

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
5 Aug - 11 Aug
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (976 reviews)
The hotel was absolutely perfect for our quick weekend getaway. It was super comfortable, clean and safe. The staff was wonderful!

Reviewed on 19 May 2024

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 featuring 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

Top hotels in Near East Side

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 £137 per night from 28 May to 29 May
£137
per night
28 May - 29 May
7.6/10 Good! (6,777 reviews)
"Room was renovated, and very nice and clean. For an old hotel, this was a very nice experience!"

Reviewed on 20 May 2024

Congress Plaza Hotel
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL
The price is £180 per night from 28 May to 29 May
£180
per night
28 May - 29 May
8.2/10 Very Good! (1,515 reviews)
"Good views, clean and spacious rooms"

Reviewed on 19 May 2024

Radisson Blu Aqua Hotel Chicago
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 £176 per night from 28 May to 29 May
£176
per night
28 May - 29 May
8.6/10 Excellent! (1,972 reviews)
"N/a"

Reviewed on 17 May 2024

Swissotel - Chicago
See all 4,053 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Near East Side travel package cost?
Our Near East Side packages, which begin from just £1,420, are an easy way to save big. Choose your favourite hotels, flights and more to create your dream trip.
If I'm not able to travel, can I cancel my Near East Side travel package?
Yes you can, and we’ll help you every step of the way. You may be able to cancel and rebook your Near East Side travel package at no cost if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, browse our Customer Service Portal for further information.
How do I get a cheap travel package to Near East Side?
Just imagine all the fun things you could do in Near East Side with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your airfare and hotel bookings into a Near East Side travel package. You have loads of choice when you book your trip with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 hotels globally. Whether you’re enjoying a break with the family or embarking on a solo adventure, planning a getaway to Near East Side is better with a package.
Does Expedia offer Book Now, Pay Later Near East Side holidays?
Expedia has teamed up with online lender Klarna to make your next getaway a little easier on the wallet. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more cash to play with while you’re away. Klarna has several payment plans to choose from, so you’re sure to find something that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna’s convenient monthly instalment plans. If making bite-sized repayments each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip across multiple transactions.
  • Low deposit holidays: Clicking on the “book now” button is much easier with this payment option. Just put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Near East Side?
Visitors come from all over the world to experience Millennium Park and Wrigley Field in Near East Side. Book a hotel within a stone’s throw of these fantastic attractions to make sightseeing a breeze.
What are the top hotels in Near East Side?
Make a reservation at Hyatt Regency Chicago. It’s one of this neighbourhood’s most popular properties. Another great option in Near East Side is The Godfrey Hotel Chicago.
How far in advance should I book my Near East Side holiday?
Travellers are generally able to look up international flights on Expedia within 12 months of departure. Booking at the last minute? With a bit of luck, it’s still possible to nab a cheaper ticket only weeks before your journey.
What does an Expedia Near East Side travel package include?
It’s up to you! You can pick from a range of Near East Side bundles, such as a flight, hotel and rental car. You can also book a flight with a hotel, or a rental car and a flight. Once you’ve made your booking, you can add on the fun stuff like tours and activities. Whatever your dream Near East Side break looks like, you’ll save!
What should I know before booking a Near East Side travel package?
You’ll land great savings when you bundle your flights, hotels and rental cars into a package. Not just that, booking everything together makes trip planning easier. So why waste your time or money? Whether you’re organising a luxury romantic escape or a budget solo adventure, explore our travel packages today.
Can I choose my airline with a Near East Side Expedia travel package?
Yes, you sure can. We have more than 550 airline partners around the world, so fly with the carrier that’s a good fit for your needs.

Popular places to visit

Image for Wrigley Field

Wrigley Field

4.5/5(40 reviews)

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

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Six Flags Great America

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America

Things to do

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

£182
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

£43
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

£59
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Chicago

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.