Far Southeast Side Honeymoon Holidays

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Top flight + Honeymoon 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
£1,072
per person
2 Oct - 6 Oct
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
Save 100% on your flight
£1,474
per person
9 Oct - 14 Oct
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
The location was nice. The hotel was old, not really any amenities for travelers. I had issues with my air conditioner staff did provide me a box fan. There were no rooms open to switch due to remodeling. I would recommend

Reviewed on 13 Aug 2026

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
£1,632
per person
9 Oct - 14 Oct
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Downtown Chicago
Save 100% on your flight
£1,931
per person
9 Oct - 14 Oct
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,311 reviews)
Beautiful building, kind staff.

Reviewed on 14 Aug 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

Downtown Chicago
£1,645
per person
9 Oct - 14 Oct
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (3,779 reviews)
They make sure the rooms is always clean when you leave and come back

Reviewed on 13 Aug 2026

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5* Honeymoon 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
£1,379
per person
24 Oct - 28 Oct
found 6 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
Save 100% on your flight
£2,166
per person
9 Oct - 14 Oct
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
£2,445
per person
9 Oct - 14 Oct
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Incredible hotel. Truly what all hotels should aspire to be. Not one bad experience while there. This hotel is phenomenal.

Reviewed on 13 Aug 2026

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4 Night Honeymoon holidays in Far Southeast Side

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
£998
per person
2 Oct - 6 Oct
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.

Reviewed on 12 Aug 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,072
per person
2 Oct - 6 Oct
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
£1,096
per person
24 Oct - 28 Oct
found 6 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
One of the main reasons i recommend this hotel is because of Alfred he was so helpful from the time i checked in to the last day i left. He is an amazing person has the best customer service but he always had a smile that is contagious. However the room was also just perfect for my friends and I. The view was even more amazing we were on the 29th level and let me tell you this view was memorizing. This hotel was my top hotel out of the other 2 i had stayed wished i would have had it longer. I 100% recommend this hotel.

Reviewed on 14 Aug 2026

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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£35
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Far Southeast Side

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* 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.