Grant Park Holidays from NZ$2,866

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The Latest Grant Park Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was NZ$3,767, price is now NZ$2,866 per person
NZ$2,866
per person
29 Oct - 5 Nov
found 7 hours ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.2/10 Wonderful! (277 reviews)
The staff were excellent

Reviewed on 21 Aug. 2025

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$4,134, price is now NZ$3,085 per person
NZ$3,085
per person
29 Oct - 5 Nov
found 7 hours ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.4/10 Exceptional! (2,087 reviews)
Staff was amazing!! Everything was so easy checking in and checking out. The stay was great! It was so nice having the pier to ourselves after hours.

Reviewed on 20 Aug. 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was NZ$5,770, price is now NZ$4,323 per person
NZ$4,323
per person
29 Oct - 5 Nov
found 7 hours ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on 12 Aug. 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was NZ$4,142, price is now NZ$3,126 per person
NZ$3,126
per person
29 Oct - 5 Nov
found 7 hours ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
I enjoyed the total experience of staying at this facility.

Reviewed on 22 Aug. 2025

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Price was NZ$3,786, price is now NZ$2,934 per person
NZ$2,934
per person
29 Oct - 5 Nov
found 7 hours ago
Return flight included
Wellington (WLG) to Chicago (ORD)
8.4/10 Very Good! (1,872 reviews)
Always love staying at The Palmer. The location is super convenient and the property oozes with Chicago charm. The staff is kind and always willing to help. Looking forward to my next stay.

Reviewed on 23 Aug. 2025

Grant Park Holiday

Our pick of the best Grant Park Hotel Deals

Quality Inn & Suites Matteson near I-57

Quality Inn & Suites Matteson near I-57

2.5 out of 5
21050 Matteson Avenue, Matteson, IL
Fully refundableReserve now, pay when you stay
The price is NZ$173 per night from 28 Aug to 29 Aug
NZ$173
28 Aug - 29 Aug
includes taxes & fees
6.2/10 (1,008 reviews)
"Good"

Reviewed on 15 Aug. 2025

Quality Inn & Suites Matteson near I-57
Best Western Crossroads Inn

Best Western Crossroads Inn

2.5 out of 5
1905 Harder Ct, Schererville, IN
Fully refundableReserve now, pay when you stay
The price is NZ$158 per night from 2 Sept to 3 Sept
NZ$158
2 Sept - 3 Sept
includes taxes & fees
7.2/10 Good! (867 reviews)
"It was ok"

Reviewed on 22 Aug. 2025

Best Western Crossroads Inn
Comfort Inn Schererville

Comfort Inn Schererville

2.5 out of 5
1019 W. Lincoln Hwy, Schererville, IN
Fully refundableReserve now, pay when you stay
The price is NZ$158 per night from 7 Sept to 8 Sept
NZ$158
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very Good! (654 reviews)
Clean, comfy and convenient!
"You can tell that the folks who own this comfort Inn really care about their hotel. Everything is spotless and the bed is super comfy. Also, there are all kinds of restaurants and amenities near by. I will definitely be staying here again on my next trip up this way."

Reviewed on 20 Aug. 2025

Comfort Inn Schererville
See all 167 properties in Grant Park
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 Grant Park holiday package cost?
You can pick up a holiday package to this top destination from NZ$2,866 on Expedia. But how much your holiday to Grant Park costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Grant Park?
January, February and November are the best times to search for cheap Grant Park holiday packages. Travelling in quieter periods means you can typically find lower prices on flights and hotels.
How many days is enough for Grant Park?
With a well-organised itinerary, you can easily visit the top Grant Park sights in a few days. But if you prefer to discover hidden spots or go on day tours, consider booking your Grant Park holiday for longer.
How to find the best Grant Park package deals?
Begin your search for a Grant Park package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Grant Park package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Grant Park adventure underway.
Is it cheaper to book a Grant Park holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still get the flexibility to create a customised Grant Park holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Grant Park?
If you have your Grant Park travel dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Grant Park?

  1. Pick your travel dates: What you want to do in Grant Park and your preferred season can help you decide when to go.
  2. Set your budget: Factor in costs like flights, food and transportation when working out how much to put aside for your trip to Grant Park. Then, choose a property that matches your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide how long to go for: Now that you're up to speed on Grant Park, you can figure out the perfect length of your break. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Grant Park holiday package.

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