Far Southeast Side Mountain Holidays

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Top flight + Mountain hotel deals in Far Southeast Side

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

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
£502
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£887
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
Loved the great upgrade in room and the mini bar selection s

Reviewed on 25 Sept 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
Save 100% on your flight
£575
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (178 reviews)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
Save 100% on your flight
£750
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (3,867 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
Save 100% on your flight
£952
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (2,681 reviews)
Don't see what you're looking for?
See all available trips from Dallas to Far Southeast Side
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5* Mountain holidays in Far Southeast Side

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

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£887
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
Loved the great upgrade in room and the mini bar selection s

Reviewed on 25 Sept 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
£1,588
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
£8,875
per person
16 Nov - 21 Nov
found 18 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,010 reviews)
Don't see what you're looking for?
See all available trips from Dallas to Far Southeast Side
View all trips

3 Night Mountain holidays in Far Southeast Side

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

Hotel Riu Plaza Chicago

Downtown Chicago
£699
per person
7 Dec - 10 Dec
found 16 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
£745
per person
7 Dec - 10 Dec
found 16 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (178 reviews)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago
£777
per person
7 Dec - 10 Dec
found 16 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
8.6/10 Excellent! (1,011 reviews)
Don't see what you're looking for?
See all available trips from Manchester to Far Southeast 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
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Far Southeast Side

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