Far Southeast Side Adventure Vacations 2026

Plan, book, travel with confidence
Better together
Save up to ￥109,000 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

Top Adventure vacation packages in Far Southeast Side

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

Hotel Felix River North/Magnificent Mile

Downtown Chicago

￥280,564

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.2/10 Very Good! (2,809 reviews)

Clean, cozy, and updated. The shampoo and conditioner was amazing!! Consider selling it to guests!

Reviewed on Jul 12, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

￥311,530

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (4,586 reviews)

Great location, clean, rooftop bar and great staff.

Reviewed on Jul 13, 2026

Omni Chicago Hotel

Downtown Chicago

￥300,700

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,819 reviews)

Main area was nice. Hotel room was outdated

Reviewed on Jul 13, 2026

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

￥309,040

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (3,764 reviews)

My husband and I thoroughly enjoyed our stay at Londonhouse! It’s in a perfect location and walking distance to many CTA bus stops, which helped immensely with us being able to get around! Despite being in a heavy traffic area, there were no noise disturbances. The room and bathroom were super clean as well! Will definitely be staying here the next time we are in Chicago!

Reviewed on Jul 12, 2026

Swissotel - Chicago

Downtown Chicago

￥316,714

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9/10 Wonderful! (3,435 reviews)

In a central area. Clean property. I will come back.

Reviewed on Jul 12, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Far Southeast Side

View all trips

4 Night Adventure vacations in Far Southeast Side

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

Omni Chicago Hotel

Downtown Chicago

￥300,700

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,819 reviews)

Main area was nice. Hotel room was outdated

Reviewed on Jul 13, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

￥311,530

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (4,586 reviews)

Great location, clean, rooftop bar and great staff.

Reviewed on Jul 13, 2026

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

￥309,040

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (3,764 reviews)

My husband and I thoroughly enjoyed our stay at Londonhouse! It’s in a perfect location and walking distance to many CTA bus stops, which helped immensely with us being able to get around! Despite being in a heavy traffic area, there were no noise disturbances. The room and bathroom were super clean as well! Will definitely be staying here the next time we are in Chicago!

Reviewed on Jul 12, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Far Southeast Side

View all trips