Gary Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Lawrence Tellez

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Gary Holiday

Our pick of the best Gary Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$373 per night from 14 Sept to 15 Sept
NZ$373
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (8,944 reviews)
"It takes around 20min for the hot shower to come out."

Reviewed on 17 Aug. 2025

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$327 per night from 2 Sept to 3 Sept
NZ$327
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (2,080 reviews)
"Our family loves to stay at the Hilton. It's close to many classic Chicago sites. You have a wonderful deep dish pizza around the corner. The staff are always friendly and efficient."

Reviewed on 15 Aug. 2025

Hilton Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$230 per night from 2 Sept to 3 Sept
NZ$230
2 Sept - 3 Sept
includes taxes & fees
7.2/10 Good! (2,286 reviews)
"I stayed at the Travelodge by Wyndham Downtown Chicago for three nights with my partner while visiting the city. I’ll admit I was a little nervous when booking after reading some mixed reviews, but for the price, I decided to give it a shot. I was pleasantly surprised when we arrived and got to our ..."

Reviewed on 14 Aug. 2025

Travelodge by Wyndham Downtown Chicago
See all 1,677 properties in Gary
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.

Discover the most popular places to visit in Gary

Majestic Star Casino

Why not try your luck with a visit to Majestic Star Casino during your time in Gary? While you're in the area, find time to visit its casinos.

Majestic Star Casino

Frequently asked questions

How much does a Gary holiday package cost?
You'll find cheap prices on Expedia for your Gary getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your holiday to Gary costs.
What are the cheapest months to go to Gary?
To pick up cheap Gary holiday packages, organise your trip outside of peak periods such as school holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Gary?
You can explore all the leading sights in Gary within a few days, including the popular Marquette Park. If you're looking for an extended Gary holiday, look at what sort of excursions and activities are available nearby.
How to find the best Gary package deals?
Start your search for a Gary package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" 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 perfect Gary package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Gary adventure underway.
Is it cheaper to book a Gary holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking accommodation and flights individually. Better still, you can customise your Gary escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Gary?
If you're planning an impromptu Gary getaway, check out 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 land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Gary?

  1. Pick your travel dates: The things you plan to do in Gary and your favourite season will help you decide when to get away.
  2. Set a budget: Consider expenses such as flights, meals and transportation when working out how much to put aside for your trip to Gary. Then, select a hotel that suits your budget, whether that's an affordable stay or a lavish getaway.
  3. Determine how many days away: Start by listing all the attractions you want to experience in Gary. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodation: Once you've settled on your travel dates and duration, lock in the perfect Gary holiday package for you.

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