Skip to main content
100% nonstop flights87 routes7 California airports33 vetted hotels
Chicago
Weekends/Chicago

Chicago Weekend

SFOORD · Fri, Apr 24 · 2 nights

Top-Rated Hotel147 viewed this week
Why we love this weekend

The Allegro Royal Sonesta Hotel Chicago Loop is our pick for Chicago. It's not the cheapest option, but the quality and location justify the $184/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.

4.0-star property
Outbound to ChicagoFri, Apr 24
United$222
3:30 PM9:53 PM

4h 23m · Nonstop

Return to SFOSun, Apr 26
United$222
10:45 PM1:35 AM

4h 50m · Nonstop

Hotels for this weekend

Three options in Chicago for Fri, Apr 24.

Our pick

The Allegro Royal Sonesta Hotel Chicago Loop

9/10·4-star

$184/night

$368 for 2 nights

Luxury option

Waldorf Astoria Chicago

9.4/10·5-star

$710/night

$1,420 for 2 nights

Budget option

Marriott Chicago O'Hare

8.6/10·3.5-star

$209/night

$418 for 2 nights

Estimated total

~$940

Flight + 2-night hotel

Before taxes & fees

Weekend Score
57
Weekend
Score
departure
60
return
75
price
22
duration
45
hotel
90

Prices are estimates. Final price on provider site. We may earn a commission.