100%Nonstop
62Routes
7CA Airports
72Vetted hotels
57Trips this month
Weekends in Chicago
Deep dish, jazz clubs, and the best architecture walk in America.
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Top pick
Tomorrow
58?
Score
LAX → ORD · Fri, Jun 5
Top-Rated Hotel
Fri 5:00 PM4h 16m · Nonstop
Sun 1:11 PM4h 34m · Nonstop
Trump International Hotel & Tower Chicago
9.6/10 · ★★★★★ · ORD
171 viewed31 saved this week
Est. total
$2,727 flight + hotel
Before taxes & fees
Tomorrow
58?
Score
SAN → ORD · Fri, Jun 5
Top-Rated HotelTrue After-Work Departure
Fri 10:45 PM4h 26m · Nonstop
Sun 7:59 PM4h 37m · Nonstop
Trump International Hotel & Tower Chicago
9.6/10 · ★★★★★ · ORD
159 viewed29 saved this week
Est. total
$2,567 flight + hotel
Before taxes & fees
Tomorrow
54?
Score
SFO → ORD · Fri, Jun 5
Top-Rated Hotel
Fri 3:00 PM4h 28m · Nonstop
Sun 12:45 PM4h 43m · Nonstop
Trump International Hotel & Tower Chicago
9.6/10 · ★★★★★ · ORD
140 viewed25 saved this week
Est. total
$2,811 flight + hotel
Before taxes & fees
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