Flight + Hotel Packages from Chicago to Cabo San Lucas
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1/30
4Night(s) Trip
Tropicana Los Cabos, Tapestry Collection by Hilton
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ORD-SJD
Flights+Hotel
From
$950* Price subject to change
Viewed:an hour ago
2/30
4Night(s) Trip
Casa Natalia Boutique Hotel Adults Only
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ORD-SJD
Flights+Hotel
From
$968* Price subject to change
Viewed:an hour ago
3/30
4Night(s) Trip
Villa La Valencia Beach Resort & Spa Los Cabos
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ORD-SJD
Flights+Hotel
From
$1,231* Price subject to change
Viewed:an hour ago
4/30
4Night(s) Trip
The Westin Los Cabos Resort Villas - Baja Point
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ORD-SJD
Flights+Hotel
From
$1,265* Price subject to change
Viewed:an hour ago
5/30
4Night(s) Trip
Grand Fiesta Americana Los Cabos All Inclusive Golf & Spa
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ORD-SJD
Flights+Hotel
From
$1,348* Price subject to change
Viewed:an hour ago
6/30
4Night(s) Trip
The Club at Solaz Luxury Villas
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ORD-SJD
Flights+Hotel
From
$1,372* Price subject to change
Viewed:an hour ago
7/30
4Night(s) Trip
Hilton Los Cabos
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ORD-SJD
Flights+Hotel
From
$1,385* Price subject to change
Viewed:an hour ago
8/30
4Night(s) Trip
Dreams Los Cabos Suites Golf Resort & Spa- All Inclusive
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ORD-SJD
Flights+Hotel
From
$1,389* Price subject to change
Viewed:an hour ago
9/30
4Night(s) Trip
Alegranza Luxury Resort - All Master Suite
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ORD-SJD
Flights+Hotel
From
$1,410* Price subject to change
Viewed:an hour ago
10/30
7Night(s) Trip
The Westin Los Cabos Resort Villas
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ORD-SJD
Flights+Hotel
From
$1,445* Price subject to change
Viewed:8 hours ago
11/30
4Night(s) Trip
Paradisus Los Cabos - Adults Only - All Inclusive
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ORD-SJD
Flights+Hotel
From
$1,533* Price subject to change
Viewed:an hour ago
12/30
4Night(s) Trip
ME Cabo by Melia
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ORD-SJD
Flights+Hotel
From
$1,569* Price subject to change
Viewed:an hour ago
13/30
4Night(s) Trip
Garza Blanca Resort & Spa Los Cabos
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ORD-SJD
Flights+Hotel
From
$1,584* Price subject to change
Viewed:an hour ago
14/30
4Night(s) Trip
Secrets Puerto Los Cabos Golf & Spa18+-All Inclusive
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ORD-SJD
Flights+Hotel
From
$1,701* Price subject to change
Viewed:an hour ago
15/30
7Night(s) Trip
Corazon Cabo, a Noble House Resort
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ORD-SJD
Flights+Hotel
From
$1,709* Price subject to change
Viewed:8 hours ago
16/30
4Night(s) Trip
Casa Maat at JW Marriott Los Cabos Beach Resort & Spa
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ORD-SJD
Flights+Hotel
From
$1,721* Price subject to change
Viewed:an hour ago
17/30
7Night(s) Trip
Pueblo Bonito Pacifica Resort & Spa All-Inclusive Adults Only
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ORD-SJD
Flights+Hotel
From
$1,804* Price subject to change
Viewed:9 hours ago
18/30
4Night(s) Trip
Solaz, a Luxury Collection Resort, Los Cabos
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ORD-SJD
Flights+Hotel
From
$1,893* Price subject to change
Viewed:an hour ago
19/30
4Night(s) Trip
Marquis Los Cabos, All Inclusive Resort & Spa - Adults Only
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ORD-SJD
Flights+Hotel
From
$1,939* Price subject to change
Viewed:an hour ago
20/30
4Night(s) Trip
Four Seasons Resort Los Cabos
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ORD-SJD
Flights+Hotel
From
$2,280* Price subject to change
Viewed:an hour ago
21/30
6Night(s) Trip
Kimpton Mas Olas Resort and Spa By IHG
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ORD-SJD
Flights+Hotel
From
$2,522* Price subject to change
Viewed:15 hours ago
22/30
4Night(s) Trip
Grand Velas Los Cabos Luxury All Inclusive
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ORD-SJD
Flights+Hotel
From
$3,171* Price subject to change
Viewed:an hour ago
23/30
4Night(s) Trip
Grand Velas Boutique Hotel
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ORD-SJD
Flights+Hotel
From
$3,336* Price subject to change
Viewed:an hour ago
24/30
7Night(s) Trip
Tropicana Los Cabos, Tapestry Collection by Hilton
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ORD-SJD
Flights+Hotel
From
$1,189* Price subject to change
Viewed:8 hours ago
25/30
7Night(s) Trip
Casa Natalia Boutique Hotel Adults Only
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ORD-SJD
Flights+Hotel
From
$1,223* Price subject to change
Viewed:8 hours ago
26/30
6Night(s) Trip
Villa La Valencia Beach Resort & Spa Los Cabos
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ORD-SJD
Flights+Hotel
From
$1,776* Price subject to change
Viewed:15 hours ago
27/30
7Night(s) Trip
The Westin Los Cabos Resort Villas - Baja Point
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ORD-SJD
Flights+Hotel
From
$1,326* Price subject to change
Viewed:8 hours ago
28/30
6Night(s) Trip
Grand Fiesta Americana Los Cabos All Inclusive Golf & Spa
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ORD-SJD
Flights+Hotel
From
$1,899* Price subject to change
Viewed:15 hours ago
29/30
7Night(s) Trip
The Club at Solaz Luxury Villas
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ORD-SJD
Flights+Hotel
From
$2,122* Price subject to change
Viewed:7 hours ago
30/30
7Night(s) Trip
Hilton Los Cabos
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ORD-SJD
Flights+Hotel
From
$1,869* Price subject to change
Viewed:8 hours ago
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*Average total price per person based on round trip flights and double occupancy hotel stays. Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.
Current Weather in Cabo San Lucas
Mondaysky is clear
88°F06/23/25
Tuesdayovercast clouds
88°F06/24/25
Wednesdaysky is clear
86°F06/25/25
Thursdayfew clouds
85°F06/26/25
Fridaysky is clear
84°F06/27/25
Saturdayscattered clouds
86°F06/28/25
Sundaysky is clear
89°F06/29/25
Powered by: OpenWeatherMap.org
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