Northwest Chicago Beach Vacations 2026

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Top Beach vacation packages in Northwest Chicago

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

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Save 100% on your flight

$358

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (2,089 reviews)

Level Chicago – Old Town

Downtown Chicago

$643

per person

Oct 28 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (512 reviews)

The property seems new and well kept. There are many amenities that enhance the stay including a pool, hot tub, basketball ball court, game room, sauna and steam room. We loved our stay. Only negatives were there was not an ice machine, there was not daily cleaning service, the towels were OK and we needed our trash emptied but were many sure how to request that. Overall a great spot. Affordable and lots of space with great views!

Reviewed on Aug 15, 2026

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$737

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (544 reviews)

My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.

Reviewed on Aug 12, 2026

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$751

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (3,537 reviews)

Always a great stay at The Swiss. Got upgraded to a corner room at no charge. Great views of the lake and the river. Paloma’s at the bar were great. Breakfast was awesome as well. Had the croissant sandwich and Belgian waffle.

Reviewed on Aug 17, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$643

per person

Sep 16 - Sep 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (4,907 reviews)

I had an amazing time at the hotel. The employees were helpful and the rooftop view is amazing.

Reviewed on Aug 17, 2026

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5* Beach vacations in Northwest Chicago

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

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$1,189

per person

Oct 19 - Oct 22

found 15 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,004 reviews)

Stayed for a weekend trip. Staff were extremely attentive and knowledgeable about the property and city in general. Room arrangement and amenities were excellent. Pool was larger than expected for a ‘high rise’ pool, and very family friendly - towels/locker room was well stocked. Location in relation to city is perfect for shopping and local excursions, but would recommend uber/lift to get around

Reviewed on Aug 16, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$1,203

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (1,960 reviews)

This is an excellent 5 star hotel. So accommodating in every way possible. This is the second time I have stayed at this Chicago property.

Reviewed on Aug 16, 2026

The Peninsula Chicago

Downtown Chicago

Save 100% on your flight

$1,599

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

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3 Night Beach vacations in Northwest Chicago

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

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Save 100% on your flight

$358

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (2,089 reviews)

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$601

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (3,537 reviews)

Reviewed on Aug 17, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$518

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (4,907 reviews)

I had an amazing time at the hotel. The employees were helpful and the rooftop view is amazing.

Reviewed on Aug 17, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

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4 Night Beach vacations in Northwest Chicago

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

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Save 100% on your flight

$453

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (2,089 reviews)

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$737

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (544 reviews)

Reviewed on Aug 12, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$846

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (4,907 reviews)

I had an amazing time at the hotel. The employees were helpful and the rooftop view is amazing.

Reviewed on Aug 17, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

How do I book the best Northwest Chicago beach vacation packages?

Life’s a beach when you dive into our brilliant Northwest Chicago 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 Northwest Chicago?

A rental steps from the shore creates an amazingly affordable Northwest Chicago beach vacation. Seaside sojourns during low season start from $358. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Northwest Chicago?

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 Northwest Chicago 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 Northwest Chicago 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 Northwest Chicago beach vacation deals?

Sort your search results by deals to delight in amazing Northwest Chicago 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 Northwest Chicago beach trip with free cancellation and/or flexible dates?

Just like the Northwest Chicago 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 Northwest Chicago 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 Northwest Chicago. (OK, maybe not that last part.)

Top Beach Northwest Chicago Hotels

Schaumburg Pool House

Schaumburg IL

14 min walk from Woodfield Mall

Stay at this vacation home in Schaumburg. Enjoy free WiFi, private pools, and a garden. Popular attractions Woodfield Mall and Schaumburg Medieval Times are ...

9.4/10 Exceptional! (21 reviews)

"My family was very satisfied with the home. The host Mike was very responsive and understanding. The home was very clean and spacious. Pool was warmed up perfectly. Neighborhood was nice and quiet. We definitely recommend to other friends and family that plan to visit Chicago!"

Reviewed on Jun 8, 2026

Friends-Inspired 3 BDR Escape Vintage Vibes & Private Garden Near Chicago

Schaumburg IL

6 min drive from Woodfield Mall

Book a stay at this family-friendly vacation home in Schaumburg. Enjoy private pools, a fitness center, and a garden. Popular attractions Schaumburg Medieval ...

9.8/10 Exceptional! (24 reviews)

"I stayed at this house with my daughter and grandchildren in July 2026. Had a lovely time in Chicago area. The house has a lot for kids to do and the backyard is magical. The kids swam in the pool while Mom and Gram read in one of the many cozy lounge areas. House has many convenient features like ..."

Reviewed on Jul 25, 2026

Majestic 6-Acre Estate with Pool, Sauna, Pond & Games!

Wayne IL

20 min drive from Woodfield Mall

Book a stay at this family-friendly vacation home in Wayne. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Lamplight Equestrian Center ...

9.6/10 Exceptional! (5 reviews)

"Great experience for my family trip. Host was responsive. Property was beautiful. Nice 10 mins drive to st Charles for activities"

Reviewed on Aug 2, 2026

See all 3,892 properties in Northwest Chicago

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.