North Pullman Luxury Vacations

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Flight and Luxury hotel deals in North Pullman

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

The Talbott, Autograph Collection

Downtown Chicago

CA $1,240

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9.4/10 Exceptional! (165 reviews)

Hotel Riu Plaza Chicago

Downtown Chicago

CA $1,452

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9.4/10 Exceptional! (5,106 reviews)

Had a good experience here for our first time in Chicago! Seemed to be very well maintained and very safe. Breakfast was good and location, I would say, is wonderful. Our only two issues were the 250 deposit at the hotel check in that (I believe) was not disclosed when we booked (it wasn’t a problem just wish it was disclosed beforehand). And the rooftop bars drinks were a bit overpriced for the taste/quality. Overall, we would definitely recommend this place to others and come back when we visit again!

Reviewed on Sep 7, 2026

Swissotel - Chicago

Downtown Chicago

CA $1,315

per person

Oct 22 - Oct 26

found 15 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9/10 Wonderful! (3,512 reviews)

The hotel was perfectly fine for a room price half the cost we paid

Reviewed on Sep 6, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,287

per person

Nov 16 - Nov 19

found 15 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9.6/10 Exceptional! (2,003 reviews)

The Emily Hotel

Downtown Chicago

CA $1,646

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9.2/10 Wonderful! (1,351 reviews)

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5* Luxury holidays in North Pullman

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

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,287

per person

Nov 16 - Nov 19

found 15 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9.6/10 Exceptional! (2,003 reviews)

The Peninsula Chicago

Downtown Chicago

CA $1,723

per person

Nov 16 - Nov 19

found 15 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9.8/10 Exceptional! (1,013 reviews)

I liked everything about this

Reviewed on Sep 6, 2026

Four Seasons Hotel Chicago

Downtown Chicago

CA $1,581

per person

Nov 14 - Nov 17

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,004 reviews)

The rooms need to be updated. The room service and bell man took longer than we expected for a Four Seasons. There needs to be someone right when you walk in to direct new guests. We usually stay at the Peninsula Hotel. We wanted to try the Four Seasons but we will go back to the Peninsula Hotel going forward. We got the same type of suite but the bathroom and closet for a family of four was less than desirable. The bar at the hotel had great service! Great selection of upscale bar food. I was very happy about that service! I will say everyone was pleasant and accommodating! The wait times and the lack of attention for need to be compared to the Peninsula.

Reviewed on Sep 7, 2026

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3 Night Luxury holidays in North Pullman

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

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,287

per person

Nov 16 - Nov 19

found 15 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9.6/10 Exceptional! (2,003 reviews)

Hotel Riu Plaza Chicago

Downtown Chicago

CA $1,452

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9.4/10 Exceptional! (5,106 reviews)

Reviewed on Sep 7, 2026

Swissotel - Chicago

Downtown Chicago

CA $1,510

per person

Nov 16 - Nov 19

found 15 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9/10 Wonderful! (3,512 reviews)

The hotel was perfectly fine for a room price half the cost we paid

Reviewed on Sep 6, 2026

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4 Night Luxury holidays in North Pullman

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

Hotel Riu Plaza Chicago

Downtown Chicago

CA $1,182

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9.4/10 Exceptional! (5,106 reviews)

Reviewed on Sep 7, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $1,197

per person

Oct 22 - Oct 26

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9.2/10 Wonderful! (561 reviews)

Loved the hotel, super nice and clean! Felt like home away from home!

Reviewed on Sep 1, 2026

Swissotel - Chicago

Downtown Chicago

CA $1,315

per person

Oct 22 - Oct 26

found 15 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

9/10 Wonderful! (3,512 reviews)

The hotel was perfectly fine for a room price half the cost we paid

Reviewed on Sep 6, 2026

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What are some benefits when booking luxury North Pullman vacations?

When you book a luxury North Pullman vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in North Pullman?

If you're looking for something luxurious in North Pullman, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,182, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 29. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in North Pullman. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in North Pullman?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout North Pullman.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in North Pullman. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in North Pullman?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of North Pullman or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in North Pullman. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.