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Chicago
Weekends/Chicago

Chicago Weekend

SANORD · Fri, May 8 · 2 nights

Top-Rated HotelTrue After-Work Departure149 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 8
United$334
10:40 PM4:45 AM

4h 5m · Nonstop

Return to SANSun, May 10
United$264
12:57 PM3:33 PM

4h 36m · Nonstop

Hotels for this weekend

Three options in Chicago for Fri, May 8.

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

~$1,405

Flight + 2-night hotel

Before taxes & fees

Weekend Score
58
Weekend
Score
departure
85
return
80
price
0
duration
45
hotel
92

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