Far North Side Adventure Holidays

Book a Adventure Hotel + Flight or Car together to unlock savings

Photo by W. Ross Wells
  • 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

Top flight + Adventure hotel deals in Far North Side

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

Downtown Chicago
£818
per person
5 Dec - 9 Dec
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (1,120 reviews)
Clean room , lots to do within walking distance

Reviewed on 3 Oct 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,430
per person
5 Dec - 9 Dec
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
£1,104
per person
1 Dec - 4 Dec
found 1 day ago
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
9/10 Wonderful! (3,518 reviews)
Good hotel in a good location but starting to show its age

Reviewed on 4 Oct 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
£878
per person
5 Dec - 9 Dec
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (1,346 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
£1,086
per person
11 Nov - 15 Nov
found 6 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Don't see what you're looking for?
See all available trips from Manchester to Far North Side
View all trips

5* Adventure holidays in Far North Side

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,410
per person
16 Nov - 20 Nov
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
The Langham, Chicago

The Langham, Chicago

Downtown Chicago
£1,782
per person
16 Nov - 20 Nov
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Our room was exceptionally clean with all the amenities. And we were especially impressed by the staff - everyone was friendly and anxious to help. A most enjoyable stay. We look forward to the next! 46676

Reviewed on 3 Oct 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
£1,552
per person
1 Dec - 4 Dec
found 1 day ago
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
9.8/10 Exceptional! (1,015 reviews)
Don't see what you're looking for?
See all available trips from London to Far North Side
View all trips

3 Night Adventure holidays in Far North Side

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

Swissotel - Chicago

Downtown Chicago
£1,104
per person
1 Dec - 4 Dec
found 1 day ago
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
9/10 Wonderful! (3,518 reviews)
Good hotel in a good location but starting to show its age

Reviewed on 4 Oct 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,115
per person
1 Dec - 4 Dec
found 1 day ago
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
Hotel, accommodations, amenities, and staff were all amazing!

Reviewed on 4 Oct 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,349
per person
1 Dec - 4 Dec
found 1 day ago
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Don't see what you're looking for?
See all available trips from Newcastle to Far North Side
View all trips

4 Night Adventure holidays in Far North Side

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£748
per person
5 Dec - 9 Dec
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
Hotel, accommodations, amenities, and staff were all amazing!

Reviewed on 4 Oct 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,430
per person
5 Dec - 9 Dec
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
£799
per person
5 Dec - 9 Dec
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Don't see what you're looking for?
See all available trips from Manchester to Far North Side
View all trips

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Far North Side

More holidays you might like

* 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.