
South Suburbs All inclusive Vacations
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Top All inclusive vacation packages in South Suburbs
Price found within the past 48 hours. Click for updated prices.

Silversmith Hotel Chicago Downtown
Downtown Chicago
Price was ¥1,007,204, price is now ¥662,926 per person
¥662,926
per person
Aug 13 - Aug 20
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,256 reviews)
The Silversmith Hotel in Chicago offers a fantastic stay with its prime downtown location, just steps from Millennium Park and the Art Institute. The rooms are a blend of modern comfort and historic charm, featuring high ceilings, large windows, and plush beds for a restful night. Guests consistently praise the friendly, attentive staff who provide excellent service, including helpful recommendations for local attractions and dining. While there’s no on-site restaurant, a delightful bar and breakfast is available in the lobby, and numerous dining options are within walking distance. Overall, the Silversmith Hotel provides great value and a memorable experience for both business and leisure travelers.
Reviewed on Jul 2, 2026

Omni Chicago Hotel
Downtown Chicago
Price was ¥1,032,808, price is now ¥670,259 per person
¥670,259
per person
Aug 13 - Aug 20
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
The staff was very friendly and the location was great!
Reviewed on Jul 2, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥1,111,172, price is now ¥727,868 per person
¥727,868
per person
Aug 13 - Aug 20
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,554 reviews)
Excellente
Reviewed on Jul 1, 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥1,058,930, price is now ¥697,630 per person
¥697,630
per person
Aug 13 - Aug 20
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,756 reviews)
An amazing hotel with an amazing river view! I will definitely be staying there again!
Reviewed on Jul 1, 2026

Arlo Chicago
Downtown Chicago
Price was ¥1,026,532, price is now ¥677,551 per person
¥677,551
per person
Aug 13 - Aug 20
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,141 reviews)
The location of the Arlo Chicago is super convenient and the hotel is quiet and comfy.
Reviewed on Jul 2, 2026
5* All inclusive vacations in South Suburbs
Price found within the past 48 hours. Click for updated prices.


The Langham, Chicago
Downtown Chicago
Price was ¥1,528,190, price is now ¥1,043,539 per person
¥1,043,539
per person
Aug 13 - Aug 20
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Everything was mostly great. Except it was a bit overpriced (especially the spa) and minibar person kept adding stuff I didn't use to my bill. Also they don't tell you what perks you have depending on your reservation. You have to ask. Also I stayed in a junior suite for 8 days and they wouldn't give me a late check out. Finally, they begrudgingly have me an hour after I reminded them I spent almost $9,000 dollars there. Gee, thanks. Front desk guy at check in was mostly unhelpful although he was friendly and polite. Tons of great stuff.
Reviewed on Jul 2, 2026

Four Seasons Hotel Chicago
Downtown Chicago
Price was ¥1,212,717, price is now ¥909,976 per person
¥909,976
per person
Aug 13 - Aug 20
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
This was our first stay at a Four Seasons — if there was 6 stars for the staff, I'd give it. Upon arrival, we were running late and trying to make an event. The Bellman immediately said he'd arrange transportation for us after we quickly went to the restrooms. We come back down to discover that he was going to drive us in the hotel's car —amazing service! And that's how the entire stay went. Amazing service, clean everything, amenities beyond expectations — it was a splurge, but a well worth one and we'll be back again!
Reviewed on Jul 2, 2026
3 Night All inclusive vacations in South Suburbs
Price found within the past 48 hours. Click for updated prices.

Eaglewood Resort and Spa
Price was ¥339,482, price is now ¥323,212 per person
¥323,212
per person
Aug 7 - Aug 10
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,168 reviews)
GREAT time for us, wonderful staff & beautiful views. A truly Peaceful resort in Illinois.
Reviewed on Jul 2, 2026

Nobu Hotel Chicago
Downtown Chicago
Price was ¥466,594, price is now ¥426,552 per person
¥426,552
per person
Aug 7 - Aug 10
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (873 reviews)
The staff was friendly and helpful. They let us check in early, and I got an upgraded room. Very nice property, I would stay here again.
Reviewed on Jul 2, 2026

Hilton Chicago O'Hare Airport
O'Hare
Price was ¥362,966, price is now ¥337,755 per person
¥337,755
per person
Aug 7 - Aug 10
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (2,332 reviews)
Was leaving for Mexico on a super early flight. Decided to rent a room in the hotel probably best decision I ever made. We walked from the hotel to the tram got to our terminal all within 10 minutes! The convenience of staying in the airport is worth it.
Reviewed on Jul 2, 2026
4 Night All inclusive vacations in South Suburbs
Price found within the past 48 hours. Click for updated prices.

Hilton Chicago O'Hare Airport
O'Hare
Price was ¥350,740, price is now ¥313,372 per person
¥313,372
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (2,332 reviews)
Was leaving for Mexico on a super early flight. Decided to rent a room in the hotel probably best decision I ever made. We walked from the hotel to the tram got to our terminal all within 10 minutes! The convenience of staying in the airport is worth it.
Reviewed on Jul 2, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥795,942, price is now ¥566,164 per person
¥566,164
per person
Sep 18 - Sep 22
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
The staff was extremely friendly and flexible regarding scheduling; this place is amazing.
Reviewed on Jul 1, 2026

Best Western Plus Hawthorne Terrace Hotel
Lakeview
Price was ¥385,774, price is now ¥356,804 per person
¥356,804
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,008 reviews)
Parking is 49 per night. That should be explicit. It is not. It only says self park available. There is not a breakfast buffet. There is a breakfast area the size of a closet that only 2 people can be in comfortably and everyone else waits in the hall leading to rooms. Very inconvenient and odd.
Reviewed on Jul 1, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
