
West Side Fishing Vacations
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Top Fishing vacation packages in West Side
Price found within the past 48 hours. Click for updated prices.

Hilton Chicago O'Hare Airport
O'Hare
Price was ¥352,478, price is now ¥288,416 per person
¥288,416
per person
Nov 29 - Dec 5
found 1 hour ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.2/10 Very Good! (2,121 reviews)
A little confusing going between the hotel and the airport but at least you don’t have to worry about grabbing an Uber super early in the morning. The rooms were clean. The only issue we had was the A/C not working properly. Gaslight Club was a great spot for a nightcap.
Reviewed on Sep 18, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥491,194, price is now ¥351,826 per person
¥351,826
per person
Oct 18 - Oct 23
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
The hotel needs a facelift in its rooms. It’s a 5-star hotel, and you expect more. The restaurant was good, and the food was good. On our second day, my server told me a croissant came with my breakfast, but I got charged. I didn’t say anything. On the 20th floor, you can hear everything from outside, like you are on the second floor. No soundproofing? It's hard to sleep at night.
Reviewed on Sep 17, 2025

Pendry Chicago
Downtown Chicago
Price was ¥397,236, price is now ¥305,349 per person
¥305,349
per person
Oct 18 - Oct 23
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,070 reviews)
This is an exceptional hotel. The rooms are clean. The service is impeccable, and the products!! The signature scent is to die for. It is now a part of my life. I had to buy a candle on the way out and have already visited the online store for body wash and lotion. Well done. There are a lot of choices in Chicago, but this is now my go to. Will definitely be back!
Reviewed on Sep 12, 2025

The Peninsula Chicago
Downtown Chicago
Price was ¥605,405, price is now ¥471,674 per person
¥471,674
per person
Oct 18 - Oct 23
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,014 reviews)
Wonderful . Fresh towels, turn down service. Genuinely friendly employees. Pool and spa on site very very nice !
Reviewed on Sep 14, 2025

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Price was ¥391,545, price is now ¥317,238 per person
¥317,238
per person
Oct 18 - Oct 23
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,032 reviews)
The whole experience was great.
Reviewed on Sep 17, 2025
5* Fishing vacations in West Side
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥491,194, price is now ¥351,826 per person
¥351,826
per person
Oct 18 - Oct 23
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
The hotel needs a facelift in its rooms. It’s a 5-star hotel, and you expect more. The restaurant was good, and the food was good. On our second day, my server told me a croissant came with my breakfast, but I got charged. I didn’t say anything. On the 20th floor, you can hear everything from outside, like you are on the second floor. No soundproofing? It's hard to sleep at night.
Reviewed on Sep 17, 2025

The Peninsula Chicago
Downtown Chicago
Price was ¥605,405, price is now ¥471,674 per person
¥471,674
per person
Oct 18 - Oct 23
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,014 reviews)
Wonderful . Fresh towels, turn down service. Genuinely friendly employees. Pool and spa on site very very nice !
Reviewed on Sep 14, 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.