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Chicago Hotels Vacation Packages

- 201 Holidays
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Moxy Chicago Downtown
Moxy Chicago Downtown
4.6/5
Excellent
Room, 1 Queen Bed, Roll-in Shower
Room Only
Miles&Smiles Logo
Earn 21.582 Mile
3.334 EUR
1.667 EUR per person price
Flight + Hotel included
Courtyard by Marriott Chicago Downtown River North
Courtyard by Marriott Chicago Downtown River North
4.3/5
Excellent
Room, 1 King Bed with Sofa bed
Room Only
Miles&Smiles Logo
Earn 21.847 Mile
3.417 EUR
1.708 EUR per person price
Flight + Hotel included
The Peninsula Chicago
The Peninsula Chicago
4.9/5
Excellent
Grand Deluxe, Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 27.117 Mile
5.071 EUR
2.536 EUR per person price
Flight + Hotel included
Fairfield Inn & Suites Chicago Downtown/River North
Fairfield Inn & Suites Chicago Downtown/River North
4.6/5
Excellent
Room, 1 King Bed
Bed & Breakfast
Miles&Smiles Logo
Earn 21.613 Mile
3.343 EUR
1.672 EUR per person price
Flight + Hotel included
Chicago Marriott Downtown Magnificent Mile
Chicago Marriott Downtown Magnificent Mile
4.3/5
Excellent
Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 21.316 Mile
3.250 EUR
1.625 EUR per person price
Flight + Hotel included
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.7/5
Excellent
Grand Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 25.597 Mile
4.594 EUR
2.297 EUR per person price
Flight + Hotel included
The Westin Chicago River North
The Westin Chicago River North
4.5/5
Excellent
Traditional Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 23.483 Mile
3.930 EUR
1.965 EUR per person price
Flight + Hotel included
Omni Chicago Hotel
Omni Chicago Hotel
4.5/5
Excellent
One Bedroom Suite 1 King Bed
Room Only
Miles&Smiles Logo
Earn 22.077 Mile
3.489 EUR
1.744 EUR per person price
Flight + Hotel included
The Langham, Chicago
The Langham, Chicago
4.8/5
Excellent
Premier Double Room
Room Only
Miles&Smiles Logo
Earn 29.843 Mile
5.926 EUR
2.963 EUR per person price
Flight + Hotel included
ACME Hotel Chicago, Outset Collection by Hilton
ACME Hotel Chicago, Outset Collection by Hilton
4.4/5
Excellent
Standard Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 21.178 Mile
3.207 EUR
1.604 EUR per person price
Flight + Hotel included
Freehand Chicago
Freehand Chicago
3.9/5
Good
Queen
Room Only
Miles&Smiles Logo
Earn 20.798 Mile
3.088 EUR
1.544 EUR per person price
Flight + Hotel included
Residence Inn by Marriott Chicago Downtown / River North
Residence Inn by Marriott Chicago Downtown / River North
4.5/5
Excellent
Studio, 1 King Bed with Sofa bed
Bed & Breakfast
Miles&Smiles Logo
Earn 21.886 Mile
3.429 EUR
1.714 EUR per person price
Flight + Hotel included
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4/5
Excellent
King Room
Room Only
Miles&Smiles Logo
Earn 19.974 Mile
2.829 EUR
1.414 EUR per person price
Flight + Hotel included
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.3/5
Excellent
Room
Room Only
Miles&Smiles Logo
Earn 20.856 Mile
3.106 EUR
1.553 EUR per person price
Flight + Hotel included
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
4.7/5
Excellent
Lake View Accessible Room King Bed
Room Only
Miles&Smiles Logo
Earn 24.345 Mile
4.201 EUR
2.100 EUR per person price
Flight + Hotel included
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
4.6/5
Excellent
Deluxe Room, 1 King Bed, City View
Room Only
Miles&Smiles Logo
Earn 24.106 Mile
4.126 EUR
2.063 EUR per person price
Flight + Hotel included
Hyatt Place Chicago/River North
Hyatt Place Chicago/River North
4.5/5
Excellent
Room, 1 King Bed, Accessible
Bed & Breakfast
Miles&Smiles Logo
Earn 21.530 Mile
3.317 EUR
1.658 EUR per person price
Flight + Hotel included
The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
4.3/5
Excellent
Deluxe King
Room Only
Miles&Smiles Logo
Earn 21.263 Mile
3.233 EUR
1.616 EUR per person price
Flight + Hotel included
Aloft Chicago Downtown River North
Aloft Chicago Downtown River North
4.6/5
Excellent
Traditional Room, 1 King Bed
Room Only
Miles&Smiles Logo
Earn 21.465 Mile
3.297 EUR
1.648 EUR per person price
Flight + Hotel included
Kinzie Hotel
Kinzie Hotel
4.5/5
Excellent
Deluxe Room, 1 King Bed, Non Smoking, City View
Bed & Breakfast
Miles&Smiles Logo
Earn 20.910 Mile
3.123 EUR
1.562 EUR per person price
Flight + Hotel included