100%Nonstop
88Routes
7CA Airports
72Vetted hotels
165Trips this month
Next week
Top-Rated HotelTrue After-Work Departure154 viewed this week
Why we love this weekend
$321/night for Arlo Chicago. Steep, but it puts you next to the things you actually came for instead of a mile from any of them. The lakefront alone is worth the flight.
4.0-star property
Outbound to ChicagoFri, Jun 19
United$266
6:34 PM→12:59 AM
4h 25m · Nonstop
Return to SFOSun, Jun 21
United$395
12:45 PM→3:28 PM
4h 43m · Nonstop
Hotels for this weekend
Three options in Chicago for Fri, Jun 19.
Our pick
Arlo Chicago
9.4/10·4-star
$321/night
$642 for 2 nights
Luxury option
Trump International Hotel & Tower Chicago
9.6/10·5-star
$776/night
$1,552 for 2 nights
Budget option
Central Loop Hotel
8.6/10·4-star
$240/night
$480 for 2 nights
Estimated total
~$1,484
Flight + 2-night hotel
Before taxes & fees
Weekend Score
61?
Score
departure
95
return
80
price
0
duration
45
hotel
94
Prices are estimates. Final price on provider site. We may earn a commission.