San Juan → Chicago flights

San Juan (SIG, SJU)→Chicago (CGX, DPA, MDW, ORD, PWK, RFD)
from€94

Last observed price · Last checked: 27 Aug 2026 · Price may change

Short answer

American Airlines flies San Juan to Chicago non-stop. The lowest fare our own searches returned is €94, seen on 27 Aug 2026. The average across the fares we caught is €166. November 2026 is the cheapest month in our observations, at €94. These are prices our searches returned on the dates shown, not quotes; run a live search for today's fare.

Selected search
Last checked: 27 Aug 2026 · Price may change
€94
Mon 23 Nov 2026
One way
Cheapest
Last checked: 27 Aug 2026 · Price may change
€94 lowest€166 average7h 05m fastest
Options found on this date

Tickets found in the last 7 days

The lowest fares our queries caught, cheapest first.

Starting prices by month

The lowest fare our queries observed in each month. Open a month to see its days; click a day with no price and we will search it for you.

Observed priceLowest monthno price observedLast checked: 27 Aug 2026
San Juan → ChicagoMon 23 Nov 2026 · €94

Round trip

Route facts

Direct flights
Non-stop
SIG - CGX, 7h 05m
Airlines seen
2
American Airlines, United Airlines
Cheapest month
November 2026
€94
Average observed
€166
Typical duration
7h 05m
Alternative airports
6
SJU, DPA, MDW, ORD, PWK, RFD

Frequently asked

Are there direct flights from San Juan to Chicago?+

Yes. We have seen non-stop flights on this route, flown by American Airlines, United Airlines.

How much is a flight from San Juan to Chicago?+

The lowest fare we have observed is €94, found on 27 Aug 2026. Prices move, so read it as a floor rather than a quote.

Which airlines fly from San Juan to Chicago?+

These are the carriers we have seen on the route: American Airlines, United Airlines.

When is the cheapest month to fly from San Juan to Chicago?+

In our observations November 2026 is the cheapest month so far, at €94.

Similar routes

San Juan → Miami€80Mexico City → Chicago€132San Juan → Philadelphia€55Guadalajara → Chicago€156San Juan → New York€85Los Angeles → Chicago€77San Juan → Orlando€53Dallas → Chicago€90

More routes from San Juan

San Juan → Miami€80San Juan → Philadelphia€55San Juan → New York€85San Juan → Orlando€53San Juan → Boston€103San Juan → Fort Lauderdale€102San Juan → Santo Domingo€110San Juan → Medellin€160San Juan → Baltimore€68San Juan → Madrid€320San Juan → Bogota€212San Juan → Hartford€80San Juan → Washington€77San Juan → Tampa€111San Juan → New Orleans€82San Juan → Saint Thomas€95San Juan → Charlotte€102San Juan → Raleigh€102San Juan → Houston€137San Juan → Punta Cana€118San Juan → Cleveland€110San Juan → Jacksonville€116San Juan → Atlanta€59San Juan → Antalya€676San Juan → Denver€145San Juan → Richmond€87San Juan → Buffalo€91San Juan → Dallas€93San Juan → Malaga€266San Juan → Providence€95

More routes to Chicago

Mexico City → Chicago€132Guadalajara → Chicago€156Los Angeles → Chicago€77Dallas → Chicago€90New York → Chicago€95Atlanta → Chicago€73Denver → Chicago€47Minneapolis → Chicago€51Cincinnati → Chicago€68Orlando → Chicago€125Montreal → Chicago€150Istanbul → Chicago€581Amman → Chicago€504New Orleans → Chicago€100Fort Lauderdale → Chicago€96Phoenix → Chicago€85Houston → Chicago€192Baltimore → Chicago€167Miami → Chicago€130Las Vegas → Chicago€55San Diego → Chicago€103Detroit → Chicago€82Paris → Chicago€536Brussels → Chicago€408Guatemala City → Chicago€203London → Chicago€577Toronto → Chicago€159Dubai → Chicago€732Munich → Chicago€550Copenhagen → Chicago€379

Last checked: 27 Aug 2026