San Juan to Chicago flights
Routavio compares airline fares from several flight booking sites. The lowest one-way fare it found for San Juan to Chicago is €73 with Frontier Airlines (checked on 5 Nov 2026).
Your next trip, last seen at €73
Lowest observedFrontier Airlines · Non-stop · One wayWhen to fly
Explore datesMore dates worth a look
Find the dates that work for you
The lowest fare we observed for each month. Open a month to see its days, then pick your outbound and return. A day with no price is one we will search for you.
One-way fare
- 1 Dec€118
- Lowest observed
- €73, departing 20 Dec 2026 (Last checked: 5 Nov 2026)One-way fareCheck live prices for this route
- Round trip
- €212, departing 4 Dec 2026, back 6 Dec 2026 (Last checked: 12 Nov 2026)
- Non-stop, one way
- €73, departing 21 Dec 2026 (Last checked: 6 Nov 2026)
- Airlines seen
- American Airlines, Frontier Airlines, United Airlines, JetBlue
- Fastest observed flight time
- 5h 07m
- Non-stop
- Yes
About this route
Explore the fares we observed from San Juan to Chicago. Prices move often, so pick your dates to see the latest options.
- Route distance
- 3,305 km
- Fastest observed flight time
- 5h 07m
- Airlines seen
- American Airlines, Frontier Airlines, United Airlines, JetBlue
- Alternative airports
- SIG, CGX, DPA, MDW, PWK, RFD
Route-level information; individual journeys vary.
A clearer picture of your fare
If the observed fare for this date drops, we will email you. At most one message a day.
Non-stop airlines seen on this route
| Airline | Non-stop days / priced days |
|---|---|
| Frontier Airlines | 12 / 46 |
Departure days with a non-stop fare checked in the last 14 days. A carrier listed here had a non-stop fare on at least 3 days; schedules may differ.
Airport to city: straight-line distance
- Fernando Luis Ribas Dominicci Airport (SIG) → San Juan, city gazetteer reference point (18.4663, -66.1057): ≈ 1 km.
- Luis Munoz Marin International Airport (SJU) → San Juan, city gazetteer reference point (18.4663, -66.1057): ≈ 11 km.
- Chicago Midway International Airport (MDW) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 14 km.
- Chicago O'Hare International Airport (ORD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 25 km.
- Chicago Rockford International Airport (RFD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 126 km.
Approximate distances calculated from coordinates, not road distances or travel times. These airports serve the city; they are not confirmed endpoints of an offer.
Observed fares by departure date
| Departure | Fare | Seen on |
|---|---|---|
| €117 | 5 Nov 2026 | |
| €117 | 6 Nov 2026 | |
| €117 | 5 Nov 2026 | |
| €117 | 6 Nov 2026 | |
| €95 | 5 Nov 2026 | |
| €116 | 5 Nov 2026 | |
| €91 | 6 Nov 2026 | |
| €117 | 6 Nov 2026 | |
| €105 | 5 Nov 2026 | |
| €118 | 11 Nov 2026 | |
| €106 | 5 Nov 2026 | |
| €105 | 5 Nov 2026 | |
| €103 | 5 Nov 2026 | |
| €105 | 5 Nov 2026 | |
| €105 | 5 Nov 2026 | |
| €114 | 5 Nov 2026 | |
| €113 | 5 Nov 2026 | |
| €95 | 6 Nov 2026 | |
| €106 | 6 Nov 2026 | |
| €73 | 5 Nov 2026 |
One-way fares. Each row is one price we saw for that departure day on the date shown, not a guaranteed fare.
Frequently asked
How much is a flight from San Juan to Chicago?
The lowest fare Routavio has observed is €73, found on 5 Nov 2026.
Are there direct flights from San Juan to Chicago?
Yes. Published schedules report non-stop flights on this route with American Airlines, Frontier Airlines, United Airlines.
Which airlines fly from San Juan to Chicago?
Routavio has seen these carriers on the route: American Airlines, Frontier Airlines, United Airlines, JetBlue.
How long does the flight from San Juan to Chicago take?
Across the 80 fares Routavio observed, the average journey time is 11h 49m, including any stops. Individual departures vary; the fastest observed flight is listed in the route facts above.
How many of the observed San Juan to Chicago fares were non-stop?
14 of the 81 fares we observed were non-stop; the rest included at least one stop. That describes our observations, not every flight that operates.
How much is a round trip from San Juan to Chicago?
Cheapest round trip: €212, departing 4 Dec 2026, back 6 Dec 2026 (checked 12 Nov 2026).
How much is a non-stop flight from San Juan to Chicago?
Cheapest non-stop one-way fare: €73, departing 21 Dec 2026 (checked 6 Nov 2026).
Which airlines had non-stop offers on at least 3 departure dates from San Juan to Chicago?
For San Juan to Chicago, examples of observed one-way non-stop offers checked within the last 14 days: Frontier Airlines (12). Each number counts distinct departure dates, not weekly flights; check current availability in search.
How observed prices work, what "No data" means and what a fare includes: Read the flight price guide · Price and schedule freshness on Routavio
Keep exploring
Similar routes
Non-stop airlines on this route
More routes from San Juan
Show all 36 routes →Show fewer ↑
More routes to Chicago
Show all 36 routes →Show fewer ↑
Recently observed fares. Prices may change.