100% nonstop flights89 routes7 California airports72 vetted hotels

6 days away
Top-Rated Hotel150 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 1
Alaska$299
5:36 PM→11:43 PM
4h 7m · Nonstop
Return to SANSun, May 3
Alaska$289
3:52 PM→6:31 PM
4h 39m · Nonstop
Hotels for this weekend
Three options in Chicago for Fri, May 1.
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
~$1,395
Flight + 2-night hotel
Before taxes & fees
Weekend Score
59
Weekend
Score
Score
departure
80
return
90
price
0
duration
45
hotel
92
Prices are estimates. Final price on provider site. We may earn a commission.