Search for flights

Flight type Round-trip One-way Multi-city
Age categories
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Additional search options

San Juan to Chicago Flights

Cheap flights from San Juan to Chicago

Sign up for CheapTickets Deals E-mail, so you'll receive late-breaking alerts about airfare sales on cheap flights from San Juan to Chicago.

Earn miles, choose seats on cheap flights from San Juan to Chicago

Add your frequent flier numbers when you book your cheap flights from San Juan to Chicago on CheapTickets and accumulate miles on applicable flights. Also, use our interactive maps to select your seats on flights from San Juan to Chicago — aisle or window, front or back. We're not just concerned about finding you cheap flights from San Juan to Chicago, we want to ensure you get your airline miles and preferred seats too.

An entire support team for your San Juan to Chicago flights

When you book your San Juan to Chicago flights on CheapTickets, you get free, real-time trip updates on your mobile phone. CheapTickets has a staff of air traffic analysts and travel experts monitoring events that could delay your San Juan to Chicago flights. Choose to have your alerts sent to up to six others, like the person picking you up at the {Destination} airport.

Need to change your cheap flights from San Juan to Chicago?

Change your cheap flights from San Juan to Chicago online with CheapTickets. No phone calls, no waiting. We'll let you know if there's part of your airfare that can be put toward a future flights from San Juan to Chicago. Travel should be a pleasure, so that's why we strive to get you the best deal on cheap flights from San Juan to Chicago and provide the travel support you deserve.

Cheap flights from San Juan to Chicago

Prices are for round-trip flights per adult (taxes and fees included)

Cheapest fares highlighted below

Sun Mon Tue Wed Thu Fri Sat
26 27 28 29 30 31 1 $560
2 $677 3 $519 4 $487 5 $395 6 $395 7 $494 8 $395
9 $539 10 $440 11 $383 12 $460 13 $419 14 $509 15 $386
16 17 $405 18 $395 19 $395 20 $488 21 $455 22 $467
23 $554 24 $430 25 $395 26 $468 27 $475 28 $468 29 $485
30 1 2 3 4 5 6

Fare, taxes & fees: Fares were found on CheapTickets.com and are updated nightly. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by CheapTickets. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

0