Chicago Ridge Holidays from NZ$3,258

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The Latest Chicago Ridge Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
NZ$3,258
per person
14 Oct - 18 Oct
found 21 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
8.2/10 Very good! (2,992 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
NZ$3,767
per person
14 Oct - 18 Oct
found 21 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
We absolutely loved this hotel. My wife and I came for two days to celebrate my birthday. The location is fantastic to walk many great places, breakfast buffet was the best, excellent selection and tasty. While eating breakfast then brought me a birthday brownie and put chocolate in our room. Above and beyond expectations. Very clean and modern hotel with great staff. Roof top bar is a must!

Reviewed on 2 Sept 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
NZ$3,863
per person
14 Oct - 18 Oct
found 21 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
NZ$3,588
per person
14 Oct - 18 Oct
found 21 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (556 reviews)
Loved the hotel, super nice and clean! Felt like home away from home!

Reviewed on 1 Sept 2026

Level Chicago - River North

Level Chicago - River North

Downtown Chicago
NZ$3,588
per person
14 Oct - 18 Oct
found 21 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,064 reviews)
Great front desk service and amenities.

Reviewed on 3 Sept 2026

Chicago Ridge Holiday

Our pick of the best Chicago Ridge Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
NZ$208
7 Sept - 8 Sept
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
NZ$247
8 Sept - 9 Sept
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL
Kasa Magnificent Mile Chicago
See all 4,345 properties in Chicago Ridge
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.

What to do in Chicago Ridge

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

NZ$45
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

NZ$67
per adult
92% of travellers recommend
Art Institute of Chicago
Flyover in Chicago

Flyover in Chicago

NZ$47
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Chicago Ridge

Frequently asked questions

How much does a Chicago Ridge holiday package cost?
Offering great value package deals from NZ$3,258 on Expedia, you'll be pleasantly surprised at how much a holiday to Chicago Ridge costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chicago Ridge?
If you're hoping to book a cheap Chicago Ridge holiday package, consider planning a trip in January, February and November. You'll generally find better rates on flights and accommodation during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Chicago Ridge?
Usually, a handful of days is enough to visit the major attractions during your Chicago Ridge holiday. However, if you prefer to have time to kick back or go on day tours, think about extending your itinerary.
How to find the best Chicago Ridge package deals?
Begin your search for a Chicago Ridge package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Chicago Ridge 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 Chicago Ridge adventure off to a flying start.
Is it cheaper to book a Chicago Ridge holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and hotels individually. Better still, you can customise your Chicago Ridge escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Chicago Ridge?
If you're planning a spontaneous Chicago Ridge getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Chicago Ridge?
  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Chicago Ridge.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when working out how much to save for your trip to Chicago Ridge. Then, choose a property that works with your budget, whether that's a low-cost stay or a deluxe retreat.
  3. Decide how long to go for: Now that you're more familiar with Chicago Ridge, you can figure out the ideal length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Chicago Ridge holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.