Cary Holidays from NZ$3,873

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The Latest Cary Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was NZ$4,297, price is now NZ$3,873 per person
NZ$3,873
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.4/10 Exceptional! (2,554 reviews)
Excellente

Reviewed on 1 July 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Price was NZ$6,663, price is now NZ$5,321 per person
NZ$5,321
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Great location in what feels like the heart of the city, just steps from the lakefront, excellent restaurants, and many attractions. The staff were warm, welcoming, and always courteous. There were a few occasions when requests took a little longer than expected or communication was a bit challenging. It would be wonderful if there were additional ways to contact the staff besides the traditional in-room phone, as that would make the experience even more convenient. I didn't have a chance to try the breakfast, but one feature I really appreciated was the direct connection on the sixth floor to a charming modern shopping mall, where it's easy to grab a quick meal, coffee, or drinks.

Reviewed on 1 July 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was NZ$4,435, price is now NZ$3,900 per person
NZ$3,900
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Very nice hotel. Great location, nice sized rooms.

Reviewed on 2 July 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was NZ$4,523, price is now NZ$3,985 per person
NZ$3,985
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.2/10 Wonderful! (1,323 reviews)
Very unique motif

Reviewed on 1 July 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was NZ$5,044, price is now NZ$4,520 per person
NZ$4,520
per person
3 Aug - 6 Aug
found 1 day ago
Return flight included
Palmerston North (PMR) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
The staff was extremely friendly and flexible regarding scheduling; this place is amazing.

Reviewed on 1 July 2026

Cary Holiday

Our pick of the best Cary Hotel Deals

Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is NZ$235 per night from 3 July to 4 July
NZ$235
3 July - 4 July
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"The furniture in the lobby and the room was dirty, there was no microwave in the room (there was 1 on each floor though) the refrigerator was not cold, and the room was dark the lighting was very low."

Reviewed on 29 June 2026

Hyatt Regency Deerfield
Sheraton Suites Chicago Elk Grove

Sheraton Suites Chicago Elk Grove

3.5 out of 5
121 Northwest Point Boulevard Elk Grove Village IL
Fully refundableReserve now, pay when you stay
The price is NZ$249 per night from 13 July to 14 July
NZ$249
13 July - 14 July
includes taxes & fees
8/10 Very good! (1,001 reviews)
"It was clean... but the bed was sinking, there was damage to the walls, some of the ice machines were broken, it was HOT like the ac was broken."

Reviewed on 1 July 2026

Sheraton Suites Chicago Elk Grove
The Westin Chicago Northwest

The Westin Chicago Northwest

4 out of 5
400 Park Blvd Itasca IL
Fully refundableReserve now, pay when you stay
The price is NZ$293 per night from 5 July to 6 July
NZ$293
5 July - 6 July
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Clean room, housekeeper didn’t want to give new towels"

Reviewed on 29 June 2026

The Westin Chicago Northwest
See all 849 properties in Cary
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.

Frequently asked questions

How much does a Cary holiday package cost?
You can pick up a holiday package to this popular destination from NZ$3,873 on Expedia. However, how much your holiday to Cary costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Cary?
If you're hoping to snag a cheap Cary holiday package, consider visiting in January, February and March. You're likely to find better rates on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Cary?
The ideal duration of your Cary holiday depends on what you'd like to do. Typically, a handful of days to a week will give you time to go to all the leading sights and explore some hidden spots along the way.
How to find the best Cary package deals?
Bagging a cheap Cary package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Cary package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Cary holiday as a package?
You can enjoy significant savings on your Cary break by booking a personalised holiday package. Click on the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Cary?
If you're considering a spur-of-the-moment Cary holiday, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Cary?

  1. Choose when to get away: Check your diary and pack your bags. Your favourite time of year and the activities available will also help you decide when to holiday in Cary.
  2. Plan your budget wisely: In addition to the price of your accommodation, you'll need to factor in other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Cary.
  3. Decide your trip length: Consider how long you want to spend exploring Cary. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodation: Once you've nailed down your travel dates and duration, lock in the ideal Cary holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.