Name: Majestic 6-Acre Estate with Pool, Sauna, Pond & Games!
Rating: 10

Top Beach vacation packages in Northwest Chicago

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

Hilton Chicago O'Hare Airport

O'Hare

$397

per person

May 28 - May 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (2,217 reviews)

Had a steak and ribs at the restaurant downstairs and both were delicious

Reviewed on Mar 1, 2026

La Banque Hotel

$419

per person

May 7 - May 11

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9.4/10 Exceptional! (467 reviews)

Room was amazing and beautiful and comfortable Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous

Reviewed on Mar 1, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

$565

per person

May 15 - May 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,438 reviews)

Room was cleans and everything looked great.

Reviewed on Mar 6, 2026

The Wade

Downtown Chicago

Save 100% on your flight

$542

per person

May 10 - May 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (1,705 reviews)

My stay at The Wade overall was pretty good. I booked here because it has a pool, and I thought I would have a nice view (city view). The view wasn’t available, I was on the 27th floor and only had a view of the roof of other buildings, and other apartments. I kept the window covered for the most part. The pool was unkept in my opinion, I didn’t feel comfortable with the dirt ring on the white tile that surrounded the pool, and the water looked and felt pretty grimy, I felt it needed to be serviced. Though my main attractions to this location were not fulfilled it was very quiet on my floor, the cleaning crew were very polite and generous, and the valet was very friendly and always gave me great service despite it being very busy over the course of my stay.

Reviewed on Mar 2, 2026

Pendry Chicago

Downtown Chicago

$678

per person

May 18 - May 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,136 reviews)

Front desk staff are gems! They knew my name after 1 interaction and were very attentive. The room amenities were very nice-- espresso, bottled water, chocolates, steamer, toiletries.

Reviewed on Mar 1, 2026

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5* Beach vacations in Northwest Chicago

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

Trump International Hotel & Tower Chicago

Downtown Chicago

$902

per person

May 15 - May 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,839 reviews)

Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.

Reviewed on Mar 3, 2026

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

$1,023

per person

Apr 24 - Apr 27

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9.6/10 Exceptional! (1,001 reviews)

The room was a little dated. I was surprised that you didn’t have CNBC as a TV choice, I thought the gym was dated and the WiFi was inadequate

Reviewed on Feb 28, 2026

The Peninsula Chicago

Downtown Chicago

$1,336

per person

May 18 - May 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.8/10 Exceptional! (1,000 reviews)

Great location (very walkable), well equipped gym, very good restaurant

Reviewed on Mar 5, 2026

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3 Night Beach vacations in Northwest Chicago

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

Hilton Chicago O'Hare Airport

O'Hare

$397

per person

May 28 - May 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (2,217 reviews)

Had a steak and ribs at the restaurant downstairs and both were delicious

Reviewed on Mar 1, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$509

per person

May 21 - May 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,438 reviews)

Room was cleans and everything looked great.

Reviewed on Mar 6, 2026

Level Chicago – Old Town

Downtown Chicago

$586

per person

May 18 - May 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Had a great stay!! Kelly at the front desk was so sweet

Reviewed on Feb 22, 2026

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4 Night Beach vacations in Northwest Chicago

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

Hotel Riu Plaza Chicago

Downtown Chicago

$410

per person

May 8 - May 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (3,438 reviews)

Room was cleans and everything looked great.

Reviewed on Mar 6, 2026

La Banque Hotel

$419

per person

May 7 - May 11

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9.4/10 Exceptional! (467 reviews)

Room was amazing and beautiful and comfortable Only issue was when we arrived they had a plumbing issue and the whole place smelled horrific like a sewer. We didn’t go eat at the restaurant because the smell made us nauseous

Reviewed on Mar 1, 2026

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$635

per person

May 8 - May 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Had a great stay!! Kelly at the front desk was so sweet

Reviewed on Feb 22, 2026

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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 $397. Prices and availability are subject to change. Additional terms may apply.

When should I book a Northwest Chicago beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

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

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

Schaumburg IL

8 min drive from Schaumburg Convention Center

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

9.8/10 Exceptional! (15 reviews)

Very welcoming host they thought of everything clear communication. House was clean and comfortable. Thank you for having my husband and I.

Reviewed on Feb 15, 2026

Schaumburg Pool House

Schaumburg IL

4 min drive from Schaumburg Convention Center

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

9.4/10 Exceptional! (20 reviews)

The house was okay for a family to be together however there wasn’t cable so streaming was the only option and there wasn’t any soap in the showers. We have not stayed in VRBO that didn’t have bathroom soap

Reviewed on Jan 17, 2026

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

Wayne IL

22 min drive from Schaumburg Convention Center

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 ...

10/10 Exceptional! (1 review)

Property was spacious and the pool was great. Close proximity to bars and restaurants in downtown st Charles makes for a good weekend stay.

Reviewed on Aug 11, 2025

See all 4,114 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.