100% nonstop flights89 routes7 California airports36 vetted hotels
Next week
Top-Rated HotelTrue After-Work Departure157 viewed this week
Why we love this weekend
The Buckingham Hotel is our pick for Chicago. It's not the cheapest option, but the quality and location justify the $189/night. Chicago packs more into 48 hours than most cities do in a week. Deep dish at Lou Malnati's, the architecture boat tour, jazz at Green Mill. The lakefront alone is worth the flight.
3.5-star property
Outbound to ChicagoFri, May 1
American$222
11:28 PM→5:45 AM
4h 17m · Nonstop
Return to SFOSun, May 3
United$261
12:05 PM→3:00 PM
4h 55m · Nonstop
Hotels for this weekend
Three options in Chicago for Fri, May 1.
Our pick
The Buckingham Hotel
9/10·3.5-star
$189/night
$378 for 2 nights
Luxury option
Park Hyatt Chicago
9.6/10·5-star
$725/night
$1,450 for 2 nights
Budget option
The Allegro Royal Sonesta Hotel Chicago Loop
9/10·4-star
$197/night
$394 for 2 nights
Estimated total
~$954
Flight + 2-night hotel
Before taxes & fees
Weekend Score
63
Weekend
Score
Score
departure
85
return
80
price
20
duration
45
hotel
90
Prices are estimates. Final price on provider site. We may earn a commission.