Gary Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Gary Flight & Hotel Packages

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

Arlo Chicago

4 out of 5
Downtown Chicago
per person
5 Jul - 8 Jul
found 1 day ago
Return direct flight included
Raleigh (RDU) to Chicago (ORD)
9.2/10 Wonderful! (1,665 reviews)
Friendly staff. Maintenance came to address a window issue immediately and all was well. Very clean and welcoming.

Reviewed on 21 Apr, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Jul - 8 Jul
found 1 day ago
Return direct flight included
Raleigh (RDU) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
A great hotel to have as a base to explore Chicago during day and in the evening. Room was great - comfortable, great shower. Short walk to train station to and from O'Hare airport.

Reviewed on 21 Apr, 2025

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Jul - 8 Jul
found 1 day ago
Return direct flight included
Raleigh (RDU) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
Overall great experience. No complaints!!!

Reviewed on 22 Apr, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Jul - 8 Jul
found 1 day ago
Return direct flight included
Raleigh (RDU) to Chicago (ORD)
9.4/10 Exceptional! (1,605 reviews)
Very clean & convenient. Nice view on the rooftop. The property resort fees were ridiculous on top of an already hefty room price.

Reviewed on 23 Apr, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
5 Jul - 8 Jul
found 1 day ago
Return direct flight included
Raleigh (RDU) to Chicago (ORD)
8.8/10 Excellent! (1,610 reviews)
Very friendly and hospitable staff! Great areas for working in the lobby. Nice atmosphere, clean rooms. In a popular area to be.

Reviewed on 23 Apr, 2025

Top hotels in Gary

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 S$210 per night from 24 Apr to 25 Apr
S$210
includes taxes & fees
24 Apr - 25 Apr
7.8/10 Good! (8,703 reviews)
"We had a lovely stay at The Congress Plaza hotel. The location was perfect for our plans. Everything was very clean, and security did their job well."

Reviewed on 21 Apr, 2025

Congress Plaza Hotel
Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 1 May to 2 May
S$156
includes taxes & fees
1 May - 2 May
8/10 Very Good! (2,507 reviews)
"Great stay, central"

Reviewed on 22 Apr, 2025

Best Western Grant Park 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 S$309 per night from 9 May to 10 May
S$309
includes taxes & fees
9 May - 10 May
8.2/10 Very Good! (1,725 reviews)
"Always a great stay!"

Reviewed on 20 Apr, 2025

Hilton Chicago
See all 1,469 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.

Frequently asked questions

How much does a Gary holiday package cost?
You’ll find cheap prices from S$560 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.

Popular places to visit

Hard Rock Casino Northern Indiana

Why not try your luck with a visit to Hard Rock Casino Northern Indiana during your time in Gary? While in the area, you can find time to visit its casinos.

Hard Rock Casino Northern Indiana

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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.