Chicago Weekend

SFO → ORD · Fri, Jul 10 · 2 nights

5 days away

Top-Rated Hotel140 viewed this week

Why we love this weekend

$330/night for Hyatt Regency 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. World of Hyatt members earn points.

World of Hyatt eligible

Outbound to ChicagoFri, Jul 10

United$310

3:10 PM→9:38 PM

4h 28m · Nonstop

Return to SFOSun, Jul 12

American$310

9:17 PM→11:59 PM

4h 42m · Nonstop

Hotels for this weekend

Three options in Chicago for Fri, Jul 10.

Our pick

Hyatt Regency Chicago

9.4/10·4-star

$330/night

$660 for 2 nights

Luxury option

Trump International Hotel & Tower Chicago

9.4/10·5-star

$740/night

$1,480 for 2 nights

Budget option

Holiday Inn & Suites Chicago - Downtown by IHG

8.6/10·3-star

$255/night

$510 for 2 nights

Estimated total

~$1,475

Flight + 2-night hotel

Before taxes & fees

Weekend Score

53?

Score

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