Top Beach vacation packages in Far North Side

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

The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Save 100% on your flight

$508

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (1,962 reviews)

Boutique hotel in downtown Chicago. Up to date facility, clean, quiet, good location.

Reviewed on Aug 22, 2025

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

$771

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,344 reviews)

I enjoyed the total experience of staying at this facility.

Reviewed on Aug 22, 2025

The Emily Hotel

Downtown Chicago

Save 100% on your flight

$1,033

per person

Oct 16 - Oct 21

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,159 reviews)

The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug 22, 2025

The Royal Sonesta Chicago River North

Downtown Chicago

Save 100% on your flight

$574

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (2,028 reviews)

Close to walk most places. Lots of restaurants in the surrounding area. Staff very nice. Rooms clean and spacious.

Reviewed on Aug 22, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$661

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,087 reviews)

Staff was amazing!! Everything was so easy checking in and checking out. The stay was great! It was so nice having the pier to ourselves after hours.

Reviewed on Aug 20, 2025

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5* Beach vacations in Far North Side

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

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$1,293

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,690 reviews)

This property is beautiful and located in a great area.

Reviewed on Aug 19, 2025

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

$1,861

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug 10, 2025

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$2,531

per person

Oct 8 - Oct 13

found 14 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Chicago (ORD)

9.4/10 Exceptional! (999 reviews)

I loved it all. Brought my 5 year old grandson Mateo and they catered to him including their kid room key card , a treasure chest choice, a hat and stuffed animal and his own kid sized robe. He spilled some food in restaurant and we apologized profusely, but they waved it off saying they were family friendly. Loved the pool, loved the hot tub, loved how kind and friendly staff was

Reviewed on Aug 14, 2025

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3 Night Beach vacations in Far North Side

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La Banque Hotel

Save 100% on your flight

$385

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9.4/10 Exceptional! (433 reviews)

This is my go to place in the south suburbs.

Reviewed on Jul 30, 2025

citizenM Chicago Downtown

Downtown Chicago

Save 100% on your flight

$415

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (3,602 reviews)

The room was really small. I probably would not stay there again. The location is prime. Close to shops, restaurants and the river, where you can catch the hop on hop off bus and boat cruises

Reviewed on Aug 22, 2025

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$479

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,316 reviews)

It is easy to get from the airport to the property by transit 🚇 and walkable to many exciting places like maleficent miles, Navy pier extra and very clean hotel, breakfast is amazing ,staff members incredible amazing.

Reviewed on Aug 22, 2025

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4 Night Beach vacations in Far North Side

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Fairmont Chicago at Millennium Park

Downtown Chicago

Save 100% on your flight

$508

per person

Oct 23 - Oct 27

found 19 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.6/10 Excellent! (1,857 reviews)

What I like about this is that is near every attraction that I wanna go to and I hate that the parking for public transport was not available and hard to find

Reviewed on Aug 22, 2025

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$828

per person

Sep 25 - Sep 29

found 16 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,316 reviews)

It is easy to get from the airport to the property by transit 🚇 and walkable to many exciting places like maleficent miles, Navy pier extra and very clean hotel, breakfast is amazing ,staff members incredible amazing.

Reviewed on Aug 22, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$1,097

per person

Oct 27 - Oct 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,690 reviews)

This property is beautiful and located in a great area.

Reviewed on Aug 19, 2025

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How do I book the best Far North Side beach vacation packages?

Life’s a beach when you dive into our brilliant Far North Side beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Far North Side?

A rental steps from the shore creates an amazingly affordable Far North Side beach vacation. Seaside sojourns during low season start from $385. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Far North Side?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Far North Side beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Far North Side vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Far North Side beach vacation deals?

Sort your search results by deals to delight in amazing Far North Side beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Far North Side beach trip with free cancellation and/or flexible dates?

Just like the Far North Side tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Far North Side beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Far North Side. (OK, maybe not that last part.)

Top Beach Far North Side Hotels

Hampton Inn Chicago North-Loyola Station

1209 West Albion Avenue, Chicago, IL

3 min walk from Loyola University Chicago

Make the most of this fantastic location, as you'll be not far from the beach with a holiday stay at this hotel. Amenities at Hampton Inn Chicago North-Loyola ...

9.2/10 Wonderful! (1,001 reviews)

"Close to everything."

Reviewed on Aug 20, 2025

Heart O' Chicago

5990 North Ridge Ave, Chicago, IL

16 min walk from Loyola University Chicago

Watch the sunset on the beach in Chicago, as you'll be close to the beach when booking a stay at this hotel.

7.6/10 Good! (999 reviews)

"Solid motel of yesteryear, I'd strongly recommend you bring along ear plugs or just turn on the fan for background (white) noise. Houskeeping A+ every day."

Reviewed on Jul 21, 2025

House 5863 - Chicago Bed and Breakfast

5863 North Glenwood Avenue, Chicago, IL

17 min walk from Loyola University Chicago

Make the most of this fantastic location, as you'll be near the beach with a holiday stay at this bed & breakfast. Amenities at House 5863 - Chicago Bed and ...

9/10 Wonderful! (479 reviews)

"Very comfortable beds"

Reviewed on Aug 12, 2025

See all 5,164 properties in Far 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.