100% nonstop flights88 routes7 California airports72 vetted hotels

7 days away
Top-Rated Hotel140 viewed this week
Why we love this weekend
We went with Sports Illustrated Resorts Chicago at $315/night because sometimes the slightly pricier option is the one that makes the whole trip click. Walk the Riverwalk, take the L, and don't skip the architecture boat tour.
3.5-star property
Outbound to ChicagoFri, May 22
United$319
4:41 PM→11:01 PM
4h 20m · Nonstop
Return to SANSun, May 24
Alaska$174
2:10 PM→4:48 PM
4h 38m · Nonstop
Hotels for this weekend
Three options in Chicago for Fri, May 22.
Our pick
Sports Illustrated Resorts Chicago
9.2/10·3.5-star
$315/night
$630 for 2 nights
Luxury option
Trump International Hotel & Tower Chicago
9.4/10·5-star
$580/night
$1,160 for 2 nights
Budget option
The Westin O'Hare
9/10·4-star
$203/night
$406 for 2 nights
Estimated total
~$1,300
Flight + 2-night hotel
Before taxes & fees
Weekend Score
53
Weekend
Score
Score
departure
60
return
80
price
0
duration
45
hotel
92
Prices are estimates. Final price on provider site. We may earn a commission.