Skip to main content
100%Nonstop
71Routes
7CA Airports
72Vetted hotels
86Trips this month
Chicago
Weekends/Chicago

Chicago Weekend

SFOORD · Fri, Jul 3 · 2 nights

137 viewed this week
Why we love this weekend

Courtyard Chicago Downtown River North at $228/night isn't cheap, but for 36 hours in Chicago, the right hotel changes the whole shape of the trip. Pool on-site. Worth knowing about, especially if you land early. Deep dish at Lou Malnati's, the architecture boat tour, jazz at Green Mill. Marriott Bonvoy members earn points.

Pool on-site
Marriott Bonvoy eligible
Outbound to ChicagoFri, Jul 3
United$310
3:10 PM9:38 PM

4h 28m · Nonstop

Return to SFOSun, Jul 5
United$397
9:35 PM12:32 AM

4h 57m · Nonstop

Hotels for this weekend

Three options in Chicago for Fri, Jul 3.

Our pick

Courtyard by Marriott Chicago Downtown River North

8.6/10·3-star

$228/night

$456 for 2 nights

Luxury option

Four Seasons Hotel Chicago

9.4/10·5-star

$656/night

$1,312 for 2 nights

Budget option

Hotel 55 Chicago Downtown

8.8/10·4-star

$179/night

$358 for 2 nights

Estimated total

~$1,248

Flight + 2-night hotel

Before taxes & fees

Weekend Score
51?
Score
departure
60
return
75
price
0
duration
45
hotel
86

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