Far Southeast Side Cheap Holidays
Book a Cheap Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top flight + Cheap hotel deals in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
Downtown Chicago
Price was £1,094, price is now £870 per person
£870
per person
27 Aug - 30 Aug
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on 19 Jun 2026
Hilton Chicago
Downtown Chicago
Price was £1,352, price is now £999 per person
£999
per person
1 Sept - 6 Sept
found 24 hours ago
Return direct flight included
London (LGW) to Chicago (ORD)
8.6/10 Excellent! (2,860 reviews)
The hotel is in a great location in Chicago. It is a massive big hotel. A bit outdated but room was clean and bed was very comfortable. For some reason it was not cleaned or serviced every day. Overall, had a good stay.
Reviewed on 27 Jun 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,431, price is now £1,079 per person
£1,079
per person
27 Aug - 30 Aug
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
Views were amazing on the water with a bonus fireworks show. Thanks Sable!
Reviewed on 26 Jun 2026
Level Chicago Fulton Market
Downtown Chicago
Price was £1,857, price is now £1,433 per person
£1,433
per person
15 Aug - 20 Aug
found 1 day ago
Return flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on 25 Jun 2026
Don't see what you're looking for?
See all available trips from Dublin to Far Southeast Side
View all trips5* Cheap holidays in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Nobu Hotel Chicago
Downtown Chicago
Price was £1,226, price is now £1,042 per person
£1,042
per person
27 Aug - 30 Aug
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (869 reviews)
The staff was amazing. My suite was beautiful. I will definitely come back here and to other Nobu hotels
Reviewed on 27 Jun 2026
The Langham, Chicago
Downtown Chicago
Price was £3,377, price is now £2,719 per person
£2,719
per person
16 Aug - 23 Aug
found 4 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Love this hotel! Staff is extremely welcoming, knowledgeable about the area, rooms are nice and cozy, it's quiet, and you can't beat the location!! We will be back - without doubt!
Reviewed on 26 Jun 2026
Don't see what you're looking for?
See all available trips from Dublin to Far Southeast Side
View all trips3 Night Cheap holidays in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
Downtown Chicago
Price was £1,094, price is now £870 per person
£870
per person
27 Aug - 30 Aug
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on 19 Jun 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,431, price is now £1,079 per person
£1,079
per person
27 Aug - 30 Aug
found 4 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
Views were amazing on the water with a bonus fireworks show. Thanks Sable!
Reviewed on 26 Jun 2026
Don't see what you're looking for?
See all available trips from Dublin to Far Southeast Side
View all trips4 Night Cheap holidays in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
Omni Chicago Hotel
Downtown Chicago
Price was £2,325, price is now £2,066 per person
£2,066
per person
22 Aug - 26 Aug
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (1,813 reviews)
The staff were very helpful and kind, room clean and a beautiful view. Hotel kept up very well. Our air conditioning worked great on the 23rd floor. Check out, bags held and valet parking plus retrieval very quick and excellent service.
Reviewed on 27 Jun 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,638, price is now £2,303 per person
£2,303
per person
22 Aug - 26 Aug
just found
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
Views were amazing on the water with a bonus fireworks show. Thanks Sable!
Reviewed on 26 Jun 2026
Don't see what you're looking for?
See all available trips from Manchester to Far Southeast Side
View all tripsThings to do
Chicago: Navy Pier Centennial Wheel Ticket
£18
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
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.
