Gary Holidays from £797

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

Your Gary Holiday

From its rich history to its cultural experiences and beyond, there's loads to love about Gary. Discover the wonders of this interesting city with a Gary holiday package that's customised for you. Hard Rock Casino Northern Indiana, Ameristar Casino East Chicago and Indiana University Northwest are just some of the many sights worth visiting during your trip to Gary. A few quick clicks is all it takes to build the perfect Gary holiday on Expedia.

Top Gary Flight + Hotel 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 £1,019, price is now £797 per person
£797
per person
20 Jan - 24 Jan
found 16 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,739 reviews)
Amazing view, but basic room

Reviewed on 7 Nov 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was £1,082, price is now £813 per person
£813
per person
20 Jan - 24 Jan
found 16 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
Beautiful rooms and service.

Reviewed on 5 Nov 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £2,018, price is now £1,528 per person
£1,528
per person
25 Dec - 30 Dec
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Beautiful hotel situated perfectly for most downtown Chicago activities. Attentive staff and amazing views from our 14th floor lake view room. This stay has been on my bucket list for awhile. This hotel experience did not disappoint

Reviewed on 6 Nov 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was £2,673, price is now £2,122 per person
£2,122
per person
25 Dec - 30 Dec
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was £1,347, price is now £1,074 per person
£1,074
per person
25 Dec - 30 Dec
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)

Gary Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
77,200
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Deep River Water Park, Portage Lakefront Beach and West Beach

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 £103 per night from 23 Nov to 24 Nov
£103
23 Nov - 24 Nov
includes taxes & fees
8/10 Very good! (10,111 reviews)
"Great room, I hope the second elevator is fixed soon."

Reviewed on 7 Nov 2026

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 £117 per night from 27 Nov to 28 Nov
£117
27 Nov - 28 Nov
includes taxes & fees
Hilton Chicago
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE Chicago IL
Fully refundableReserve now, pay when you stay
The price is £111 per night from 7 Dec to 8 Dec
£111
7 Dec - 8 Dec
includes taxes & fees
9/10 Wonderful! (1,405 reviews)
"Everything"

Reviewed on 6 Nov 2026

Sentral Michigan Avenue
See all 1,670 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Gary attractions

A frozen lake with sparse vegetation in the foreground and a sunset sky.
Photo by Lawrence Tellez
Open Photo by Lawrence Tellez

Marquette Park

8.4/10 (18 reviews)
Explore Marquette Park's 2.5 miles of Lake Michigan shoreline and historic pavilion architecture. Wander scenic trails or relax on natural sand beaches with kayaking and fishing opportunities.
See properties

Frequently asked questions

Why should I book my Gary holiday with Expedia?
Expedia has you covered for every detail of your Gary trip. You'll always get the best deals around, but when you bundle your accommodation, airfares and/or hire car into a holiday package, you'll save even more. Keen to truly make the most of your escape? Add some exciting activities and tours to your package. We offer flexible cancellation policies on almost all bookings, so you won't need to stress if your plans change. Head over to our Customer Service Portal link to find out more.
When is the best time of year to holiday in Gary?
Gary can get busy in March, May and July, so if you want to steer clear of the crowds, pack your bags for November, December and January. Organise your trip to Gary according to what type of holiday you want. January is the coolest time of year, when daytime temperatures average -3ºC. In July, the warmest period, expect temperatures of around 23ºC during the day.
What are the top hotels for my holiday in Gary?
One of the best places to stay in Gary is Miller Oasis, in the Miller Beach area. Wander the city by day and then rest your head in this home away from home after the sun goes down.
How do I get a cheap holiday to Gary?
Secure flights that fit in with your schedule, add a hotel to your booking and see how much you save with a Gary holiday. It's that simple! From hotels and flights to tours and hire cars, Expedia makes travelling on a budget easy. And with over 400 partner airlines and 321,000 properties all over the world to pick from, you'll never be short of choice. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Gary holiday?
There's an almost endless list of things to explore while enjoying a holiday in Gary. Hard Rock Casino Northern Indiana, Purdue University Northwest, Ameristar Casino East Chicago and Hammond Sportsplex & Community Centre are just a few of this city's top attractions.
What is the best area to stay in when on holiday in Gary?
An escape to Gary wouldn't be complete without paying a visit to Hard Rock Casino Northern Indiana. Why not stay near this great tourist attraction?
Do I need a visa for my Gary holiday?
Official government websites are the best source of information on visa requirements, application procedures and any supporting documentation. Your nationality and the purpose of your visit, whether it be for work or pleasure, will determine if you need a visa for Gary. Also make sure your passport is up to date and has a minimum of six months validity remaining after the date of your return. Finalise all your travel planning well ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Gary holiday?
Do a little research into the sorts of clothing people in Gary wear, and maybe even check out social media fashion pages for inspiration. Try to create a versatile wardrobe filled with pieces that suit your destination and show off your unique sense of style. Be sure to check the weather forecast so you can pack your bags accordingly. The warmest time of year in Gary is July, with average daytime temperatures of 23ºC. If you're visiting during the coolest month of January, the mercury averages -3ºC during the day.
What does an Expedia Gary holiday include?
That depends on you. Simply select from a variety of Gary packages, such as a hire car, hotel and flight. You can also book a hotel and a flight, or a car hire and a flight. Once you've made your booking, add the fun stuff like activities and tours. Whatever your Gary holiday looks like, you'll save! Explore a large range of property types and select one that suits your group size and travel needs. The most sought-after rentals here are private holiday homes and cottages. With Expedia, it's easy to customise your Gary retreat any way you want.
Does Expedia offer Book Now, Pay Later Gary holidays?
Yes, we do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in instalments. Simply click on the payment plan that suits best during the checkout process and take away the stress of budgeting for your next trip. Make sure you bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's easy payment plans. If paying bite-sized amounts each month sounds right for you, choose this option at checkout.
  • No-deposit holidays: If no upfront fee for your getaway makes pressing that "book now" button more stress-free, go for a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Gary Expedia holiday?
Yes, you're in charge. Expedia has access to more than 400 partner airlines globally, so you can customise your Gary adventure according to your budget and travel needs.

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. Flight-inclusive packages are ATOL protected.