✓Good DealAiFly Score: 42/100Verified 30 Apr 2026 01:04 UTC
Chicago to San Juan, Puerto Rico with United from $227.
✓ Verified DealJust published
Tickets from $227 both ways. Checked baggage is not included in the base fare.
📖 Traveler Resources:
✈️ Airport Guides
📍 Chicago Midway (MDW) Airport — Terminals, Transport & Tips
✈️ Airport Guides
📍 Chicago Midway (MDW) Airport — Terminals, Transport & Tips
Available Dates
Select a date to check live prices on Skyscanner.
⚠️ All booking links removed
AiFly automatic review on 30 Apr 2026 at 01:04 UTC found that current prices for every advertised date are over 30% above the published €209 — booking links are no longer accurate.
Prices verified at time of publication. Always confirm on Skyscanner before booking.
Baggage Allowance
👜
Personal Item
Small bag / laptop
✓ Included
🎒
Cabin Bag
22 lbs (10 kg)
✓ Included
🧳
Checked Bag
Not included — buy separately
✕ Not included
⚠️ United Basic Economy: checked bag is a paid add-on.
Based on cheapest advertised fare. Always verify on the booking page before purchasing.
🌍 About San Juan, Puerto Rico
It is located between the Dominican Republic in the Greater Antilles and the U.S. Virgin Islands in the Lesser Antilles. Located about 1,000 miles (1,600 km) southeast of Miami, Florida, it consists of the eponymous main island and numerous smaller islands, including Vieques, Culebra, and Mona.
