Vacations from Chicago to San Francisco
Explore our most popular vacation packages From - To
From cmp-location-selector-label-collapsed-menssage cmp-location-selector-label-description-origin
To cmp-location-selector-label-collapsed-menssage cmp-location-selector-label-description-destination
Close
5-7 nights
Choose your night stays Any number of nights
Close
Clear
cmp-carousel-container-explain 5 night(s)
The Knoll Hotel Napa Valley, Tapestry Collection
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,128 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Napa Valley Marriott Hotel & Spa
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,287 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
SENZA Hotel
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,289 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Embassy Suites Napa Valley
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,393 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
White House - Napa Valley Inn
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,420 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
River Terrace Inn - A Noble House Hotel
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,488 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Southbridge Napa Valley
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,492 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Napa River Inn
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,503 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Harmon Guest House
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,554 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Silverado Resort & Spa
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,615 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Fairmont Sonoma Mission Inn & Spa
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,650 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
ANDAZ NAPA, BY HYATT
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,668 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Meritage Resort at Napa
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,683 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Estate Yountville
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $2,011 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Lodge at Sonoma Resort, Autograph Collection
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $2,015 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Westin Verasa Napa
4/06/2025 April 6, 2025
- 4/11/2025 April 11, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $2,124 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Hotel Yountville
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $2,156 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
North Block Hotel
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $2,164 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Archer Hotel Napa
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $2,198 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
MacArthur Place Hotel & Spa
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $2,206 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Milliken Creek Inn
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $2,664 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Stanly Ranch, Auberge Resorts Collection
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $3,371 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Carneros Resort and Spa
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $3,500 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Alila Napa Valley
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $3,895 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Bardessono
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $4,379 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Poetry Inn Napa Valley
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $5,662 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Knoll Hotel Napa Valley, Tapestry Collection
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,212 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Napa Valley Marriott Hotel & Spa
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,443 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
SENZA Hotel
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,398 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Embassy Suites Napa Valley
4/08/2025 April 8, 2025
- 4/13/2025 April 13, 2025
Chicago (ORD) To San Francisco (SFO)
Flight + Hotel
from $1,479 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
cmp-carousel-slide 1 cmp-carousel-of 8
*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays. Prices displayed have been collected within the last 24 hrs and may no longer be available at time of booking. Modifying this information may result in a different price. To find the most updated price, please visit aavacations.com.
Powered by: OpenWeatherMap.org
