Title: All inclusive Vacations in Northwest Indiana 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6091455/5f526733-494c-418d-86d3-4aea9128dd64.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Northwest Indiana All inclusive Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Susan Ross - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Plan, book, and manage your trip all in one place ## Flight and All inclusive hotel deals in Northwest Indiana Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $729 per person Mar 26 - Mar 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Fantastic breakfast!!! Reviewed on Jan 18, 2026 ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago CA $1,460 per person Mar 26 - Mar 29 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9.4/10 Exceptional! (1,000 reviews) When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return. Reviewed on Jan 5, 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $884 per person Mar 26 - Mar 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Clean room and amenities Reviewed on Jan 8, 2026 ![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Chicago Downtown Chicago CA $1,315 per person Mar 26 - Mar 29 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9.8/10 Exceptional! (1,001 reviews) Yes didn’t know you get free breakfast Reviewed on Jan 4, 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,009 per person Mar 20 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing Reviewed on Jan 13, 2026 Don't see what you're looking for? See all available trips from Columbus to Northwest Indiana [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-18/2026-02-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* All inclusive holidays in Northwest Indiana Price found within the past 48 hours. Click for updated prices. ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,047 per person Feb 19 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing Reviewed on Jan 13, 2026 ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago CA $1,620 per person Mar 5 - Mar 10 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Chicago (ORD) 9.4/10 Exceptional! (1,000 reviews) When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return. Reviewed on Jan 5, 2026 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago CA $1,811 per person Mar 5 - Mar 10 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room. Reviewed on Jan 11, 2026 Don't see what you're looking for? See all available trips from Columbus to Northwest Indiana [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-18/2026-02-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night All inclusive holidays in Northwest Indiana Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $729 per person Mar 26 - Mar 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Fantastic breakfast!!! Reviewed on Jan 18, 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,125 per person Mar 26 - Mar 29 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing Reviewed on Jan 13, 2026 ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago CA $1,460 per person Mar 26 - Mar 29 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9.4/10 Exceptional! (1,000 reviews) When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return. Reviewed on Jan 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Northwest Indiana [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-18/2026-02-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night All inclusive holidays in Northwest Indiana Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $987 per person Apr 2 - Apr 6 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Fantastic breakfast!!! Reviewed on Jan 18, 2026 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $1,070 per person Apr 2 - Apr 6 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (380 reviews) I stayed 5 nights total, 4 nights in a two BR, 1 bath with a balcony and the last night in a one BR. The 2BR was great. It faced East, received a lot of sunlight, was clean, modern and the bed was very comfortable. The gym had what I needed too. actually liked sleeping with the sound of the el nearby because I used to live in the area. I did not give it 5 stars because the walls are super thin. Someone had a party next to me and it was impossible to sleep hearing voices straight through the walls. Being a newer building, I don’t think the best quality appliances or fixtures were chosen. My ice machine wasn’t working and the heat/fan only worked in certain areas in the 2BR. Additional lighting should be added. The 1BR shower fixtures and drain needed some attention. That said, Mihajlo and the front desk staff were very helpful and attentive and helped me with whatever I needed. The 1BR seemed more like a studio to m. I’d prefer to book directly through Level, but it was a better price with Expedia. I still thought it was pricey but I was overall happy with my stay. Reviewed on Jan 12, 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $1,075 per person Apr 2 - Apr 6 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Clean room and amenities Reviewed on Jan 8, 2026 Don't see what you're looking for? See all available trips from Columbus to Northwest Indiana [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-18/2026-02-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Embark on an unforgettable all-inclusive trip to Northwest Indiana including airfare with Expedia #### What are some benefits of booking an all-inclusive vacation? When you opt for an all-inclusive vacation to Northwest Indiana, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget. #### Can I book all-inclusive packages with airfare and meals? Yes, all-inclusive vacation packages are readily available for Northwest Indiana, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 31\. #### Why should I book Northwest Indiana vacations that are all inclusive and adults only? Adults-only stays in Northwest Indiana are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find. #### Can I book all-inclusive packages? Yes, all-inclusive packages are fairly standard in Northwest Indiana. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive. #### Can I book cheap all-inclusive trips to Northwest Indiana? If you're looking to save, you'll find a wide range of prices available, ranging from CA $729\. By booking your accommodations and flight together, you may be able to enjoy savings of up to 31\. Be sure to sort your search results by price to list the cheapest options first. #### What should I look for when booking a 5-star all-inclusive vacation in Northwest Indiana? If you've implemented the 5-star filter when searching for your all-inclusive vacation in Northwest Indiana, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group. #### What should I consider when booking Northwest Indiana vacation packages that are all inclusive for the family? The most important thing to consider for all-inclusive family vacations to Northwest Indiana is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Northwest Indiana's nightlife. #### How can I find the best deals on all-inclusive vacations in Northwest Indiana? You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters. #### Can I book an all-inclusive package that is fully refundable? Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify. #### Why should I book an all-inclusive vacation with Expedia? Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top All inclusive Vacation Destinations > - [All inclusive vacations in Cozumel ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180033/Cozumel) > - [All inclusive vacations in Huatulco ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/553248621532629965/Huatulco) > - [All inclusive vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/179995/Cancun) > - [All inclusive vacations in Isla Mujeres ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/7925/Isla-Mujeres) > - [All inclusive vacations in Puerto Escondido ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/2918/Puerto-Escondido) > - [All inclusive vacations in Riviera Maya ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/602901/Riviera-Maya) > - [All inclusive vacations in Riviera Nayarit ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6085040/Riviera-Nayarit) > - [All inclusive vacations in Cabo San Lucas ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180032/Los-Cabos) > - [All inclusive vacations in Puerto Vallarta ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180016/Puerto-Vallarta) > - [All inclusive vacations Mazatlan ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180011/Mazatlan) > - [All inclusive vacations in Isla Holbox ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6046459/Isla-Holbox) > - [All inclusive vacations in Playa Mujeres ](https://www.expedia.ca/Playa-Mujeres.d6053874.Destination-Travel-Guides) > - [All inclusive vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/88/Jamaica) > - [All inclusive vacations in Montego Bay ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180106/Montego-Bay) > - [All inclusive vacations in Negril ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/2543/Negril) > - [All inclusive vacations in Ocho Rios ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/553248635209673480/Ocho-Rios) > - [All inclusive vacations in Runaway Bay ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/9336/Runaway-Bay) > - [All inclusive vacations in Whitehouse ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6227055/Whitehouse) > - [All inclusive vacations in Punta Cana ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/601906/Punta-Cana) > - [All inclusive vacations in Puerto Plata ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6048790/Puerto-Plata) > - [All inclusive vacations in La Romana ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6203604/La-Romana) > - [All inclusive vacations in Santo Domingo ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180024/Santo-Domingo) > - [All inclusive vacations in Samaná ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6046772/Samana) > - [All inclusive vacations in Sosúa ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/601998/Sosua) > - [All inclusive vacations in the Dominican Republic ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/50/Dominican-Republic) ## More Vacations Ideas [Flights to Northwest Indiana ](https://expedia.ca/Cheap-Flights-To-Northwest-Indiana.d6059698.Travel-Guide-Flights)[ Northwest Indiana Hotels ](https://expedia.ca/Northwest-Indiana-Hotels.d6059698.Travel-Guide-Hotels)[ Northwest Indiana Vacation Rentals ](https://expedia.ca/Northwest-Indiana-Vacation-Rentals.d6059698.Travel-Guide-VacationRentals)[ Northwest Indiana Car Rentals ](https://expedia.ca/Car-Rentals-In-Northwest-Indiana.d6059698.Car-Rental-Guide)[ Northwest Indiana Vacations ](https://expedia.ca/Northwest-Indiana.d6059698.Destination-Travel-Guides)[ Things to do in Northwest Indiana ](https://expedia.ca/Things-To-Do-In-Northwest-Indiana.d6059698.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app