Book United San Juan to Chicago flight deals from $297

Select journey type

Enter to select travel class and passengers

Search flights from San Juan to Chicago (SJU - ORD)

November

Skip to content

Monday 5th

Return Tuesday 20th
from$ 450*Viewed: 2 hours ago

Wednesday 7th

Return Sunday 11th
from$ 395*Viewed: 2 hours ago

Friday 23rd

Return Saturday 8th
from$ 439*Viewed: 2 hours ago

December

Skip to content

Saturday 15th

Return Sunday 30th
from$ 418*Viewed: 2 hours ago

Sunday 16th

Return Monday 31st
from$ 360*Viewed: 2 hours ago

Thursday 27th

Return Friday 11th
from$ 430*Viewed: 2 hours ago

January

Skip to content

Tuesday 15th

Return Wednesday 30th
from$ 297*Viewed: 2 hours ago

Saturday 19th

Return Sunday 3rd
from$ 297*Viewed: 2 hours ago

Thursday 24th

Return Sunday 27th
from$ 297*Viewed: 19 hours ago
**Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply..
Cruise ships and tour boats docked by a ferris wheel and urban buildings at Navy Pier in Chicago

Plan ahead for flights from San Juan to Chicago

from
to
Type
Dates
Price*
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Tue 15 Jan 2019
Return Wed 30 Jan 2019
from$ 297*Viewed: 2 hours ago
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Sat 19 Jan 2019
Return Sun 3 Feb 2019
from$ 297*Viewed: 2 hours ago
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Thu 24 Jan 2019
Return Sun 27 Jan 2019
from$ 297*Viewed: 19 hours ago
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Mon 14 Jan 2019
Return Tue 29 Jan 2019
from$ 329*Viewed: 2 hours ago
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Wed 16 Jan 2019
Return Thu 31 Jan 2019
from$ 329*Viewed: 2 hours ago
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Sun 27 Jan 2019
Return Thu 31 Jan 2019
from$ 335*Viewed: 1 hour ago
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Sun 16 Dec 2018
Return Mon 31 Dec 2018
from$ 360*Viewed: 2 hours ago
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Sat 12 Jan 2019
Return Sun 27 Jan 2019
from$ 365*Viewed: 2 hours ago
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Thu 17 Jan 2019
Return Fri 1 Feb 2019
from$ 377*Viewed: 2 hours ago
San Juan (SJU)
to Chicago (ORD)
Roundtrip
Depart Fri 18 Jan 2019
Return Sat 2 Feb 2019
from$ 388*Viewed: 2 hours ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.

Weather in Chicago

54 °FMonday10/22/2018
50 °FTuesday10/23/2018
51 °FWednesday10/24/2018
52 °FThursday10/25/2018
47 °FFriday10/26/2018
47 °FSaturday10/27/2018
49 °FSunday10/28/2018
Powered by: OpenWeatherMap.org