Name: Friends-Inspired 3 BDR Escape Vintage Vibes & Private Garden Near Chicago
Rating: 9.8

Top Beach vacation packages in Northwest Chicago

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

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$473

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.2/10 Very Good! (2,809 reviews)

Nice staff, easy check-in, and about an 8 minute walk to red line which can get you all over town. No complaints about our stay.

Reviewed on Jul 18, 2026

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$918

per person

Sep 30 - Oct 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (501 reviews)

Level hotels are awesome

Reviewed on Jul 18, 2026

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$1,405

per person

Aug 21 - Aug 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (523 reviews)

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$532

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (4,714 reviews)

Building and room were very clean. Staff at front desk, rooftop & housekeeping were helpful, really enjoyed our stay.

Reviewed on Jul 19, 2026

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$865

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,020 reviews)

Amazing place

Reviewed on Jul 18, 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

Save 100% on your flight

$988

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (1,910 reviews)

The Langham, Chicago

Downtown Chicago

Save 100% on your flight

$1,960

per person

Sep 25 - Sep 29

found 19 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

I will never forget my first stay at The Langham. My partner and I were blown away by how spotless it was, the interior design of the building, the professionalism of the staff… …and the view from our room - and, mind you, we weren’t even in one of their more luxurious rooms/suites, just their standard room. If you make bank, you should stay here every time you visit Chicago; if you don’t, this is a bucket list hotel. Cannot recommend it enough.

Reviewed on Jul 19, 2026

The Peninsula Chicago

Downtown Chicago

Save 100% on your flight

$1,435

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.8/10 Exceptional! (1,008 reviews)

Our stay was incredible! All the staff, especially Floyd, Atichat, Ian were outstanding. Amenities were wonderful and my husband said he had the best facial he has ever had! Location was excellent. A special shoutout to the housekeeping staff that made our room so clean and tidy everyday! Would definitely recommend and stay at The Peninsula again.

Reviewed on Jul 19, 2026

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3 Night Beach vacations in Northwest Chicago

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

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$403

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (3,484 reviews)

Very clean… great location

Reviewed on Jul 19, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$558

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (4,714 reviews)

Building and room were very clean. Staff at front desk, rooftop & housekeeping were helpful, really enjoyed our stay.

Reviewed on Jul 19, 2026

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$707

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (501 reviews)

Level hotels are awesome

Reviewed on Jul 18, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

4 Night Beach vacations in Northwest Chicago

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

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$781

per person

Sep 23 - Sep 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (501 reviews)

Level hotels are awesome

Reviewed on Jul 18, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$834

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (4,714 reviews)

Building and room were very clean. Staff at front desk, rooftop & housekeeping were helpful, really enjoyed our stay.

Reviewed on Jul 19, 2026

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$1,405

per person

Aug 21 - Aug 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (523 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

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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 $403. 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

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

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 ...

9.4/10 Exceptional! (3 reviews)

"The property checked out completely as advertised. The host was responsive on several occasions within a short time."

Reviewed on Jul 13, 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! (23 reviews)

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Reviewed on Jul 13, 2026

See all 3,842 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.