Near North Side Holidays

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Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jun 25 - Jul 3

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    8 nights
    4.0 star property
    8.2/10 - Very good (2,721 reviews)
    "Great location and helpful staff. Small rooms and public areas."
    Reviewed May 25, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    €1,730
    €1,195
    per traveller
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • Smart TV
    Jun 25 - Jul 3

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    8 nights
    4.0 star property
    9.2/10 - Wonderful (488 reviews)
    "Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely."
    Reviewed May 22, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    Save 100% on your flight
    €2,063
    €1,298
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • View from property
    Jun 25 - Jul 3

    The Talbott, Autograph Collection + Flight

    Downtown Chicago
    8 nights
    4.5 star property
    9.4/10 - Exceptional (117 reviews)
    "We thoroughly enjoyed our stay. The location was excellent, conveniently close to everything we needed. The room was spacious and spotless. The breakfast was fantastic, offering a wide variety of options to choose from. "
    Reviewed May 17, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    Save 100% on your flight
    €2,174
    €1,545
    per traveller
    found 1 day ago
    The Talbott, Autograph Collection
  • 2 restaurants; breakfast, lunch, and dinner served
    Jun 25 - Jul 3

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    8 nights
    4.5 star property
    9.4/10 - Exceptional (3,725 reviews)
    "Super location, good crowd of staff and fellow travellers. Smells great!"
    Reviewed May 24, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    Save 100% on your flight
    €1,955
    €1,389
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Exterior
    Jun 25 - Jul 3

    Hilton Garden Inn Chicago Downtown Riverwalk + Flight

    Downtown Chicago
    8 nights
    3.0 star property
    9.0/10 - Wonderful (1,937 reviews)
    "Front desk staff are cheerful and helpful. Checking was a breeze. On our 4 night stay our room was immaculately clean when we returned from our day's activities."
    Reviewed May 24, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    Save 100% on your flight
    €2,071
    €1,490
    per traveller
    found 1 day ago
    Hilton Garden Inn Chicago Downtown Riverwalk

Where to stay in Near North Side

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

Top hotels in Near North Side

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 €269 per night from 16 Jun to 17 Jun
€269
16 Jun - 17 Jun
includes taxes & fees
9.4/10 Exceptional! (4,236 reviews)
"Best hotel breakfast buffet I’ve ever experienced, so many options."

Reviewed on 25 May 2026

Hotel Riu Plaza Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Fully refundable
The price is €222 per night from 14 Jun to 15 Jun
€222
14 Jun - 15 Jun
includes taxes & fees
8.8/10 Excellent! (2,326 reviews)
"Nice rooms with views and liked the dry spa and pool. Location was awesome!"

Reviewed on 24 May 2026

Holiday Inn Chicago Dwtn - The Mart by IHG
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is €127 per night from 27 May to 28 May
€127
27 May - 28 May
includes taxes & fees
8.2/10 Very Good! (2,721 reviews)
"Great location and helpful staff. Small rooms and public areas."

Reviewed on 25 May 2026

Hotel Felix River North/Magnificent Mile
See all 1,028 properties in Near North 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 North Side holiday package cost?
Starting from only , a package is your passport to low-cost travel. Put together your Near North Side trip by picking from our wide range of hotels, airfares and rental cars.
How do I get a cheap travel package to Near North Side?
Secure flights that fit in with your schedule, add a hotel to your booking and watch the savings rack up with a Near North Side holiday package. It's that simple! From hotels and flights to rental cars and tours, Expedia makes travelling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 properties throughout the world to choose from, you'll never be short of choice.
Where should I stay in Near North Side?
Holiday Makers come from all over to see McCormick Place and Millennium Park in Near North Side. Book a room near these awesome attractions and visit them whenever you please.
What are the top hotels in Near North Side?
Sable at Navy Pier Chicago, Curio Collection by Hilton and Kasa River North Chicago are a couple of the most well-known properties in Near North Side. Why not take a look at the facilities and rates at each and then decide?
How far in advance should I book my Near North Side holiday?
Travellers can normally compare international flights on Expedia within 12 months of departure. Booking late? With a stroke of luck, it's still possible to score a cheaper ticket only weeks before your journey.
What does an Expedia Near North Side travel package include?
Travel packages include hotels, rental cars and flights, but you can mix and match them to create your perfect Near North Side holiday. You can also add on a few activities and tours once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking a Near North Side travel package?
Whether it's relaxation or adventure you're seeking, a Near North Side holiday package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Near North Side Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply pick the carrier you want and create your ideal Near North Side holiday.
If I'm not able to travel, can I cancel my Near North Side holiday package?
Yes, you can. We get that even the best-laid plans can go awry, so we're here to help if you need to make changes to your Near North Side holiday package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.