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100%Nonstop
53Routes
7CA Airports
60Vetted hotels
51Trips this month
Chicago
Weekends/Chicago

Chicago Weekend

SAN → ORD · Fri, Oct 23 · 2 nights

142 viewed this week
Why we love this weekend

We went with Hotel Saint Clair- Magnificent Mile at $274/night because the right hotel doesn't just give you a place to sleep — it saves you the hour and a half you'd otherwise lose in transit. The lakefront alone is worth the flight.

4.0-star property
Outbound to ChicagoFri, Oct 23
United$317
4:55 PM→10:59 PM

4h 4m · Nonstop

Return to SANSun, Oct 25
United$317
4:00 PM→6:34 PM

4h 34m · Nonstop

Hotels for this weekend

Three options in Chicago for Fri, Oct 23.

Our pick

Hotel Saint Clair- Magnificent Mile

8.6/10·4-star

$274/night

$548 for 2 nights

Luxury option

Hotel Riu Plaza Chicago

9.4/10·4-star

$467/night

$934 for 2 nights

Budget option

Congress Plaza Hotel

8/10·3.5-star

$192/night

$384 for 2 nights

Estimated total

~$1,297

Flight + 2-night hotel

Before taxes & fees

Weekend Score
54?
Score
departure
60
return
90
price
0
duration
45
hotel
86

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