Cheapest return flights from Chicago to San Juan in February from 159€
AirHint found the following cheapest return flights from Chicago (MDW) to San Juan (SJU)
in February 2026 (see full year ).
Return flights
19 Feb
- 25 Feb
Frontier Airlines
159 €
24 Feb
- 05 Mar
Frontier Airlines
167 €
19 Feb
- 21 Feb
Frontier Airlines
171 €
28 Feb
- 04 Mar
Frontier Airlines
177 €
23 Feb
- 09 Mar
Frontier Airlines
179 €
28 Feb
- 05 Mar
Frontier Airlines
188 €
19 Feb
- 28 Feb
Frontier Airlines
189 €
23 Feb
- 28 Feb
Frontier Airlines
189 €
24 Feb
- 28 Feb
Frontier Airlines
189 €
21 Feb
- 28 Feb
Frontier Airlines
189 €
28 Feb
- 07 Mar
Frontier Airlines
196 €
24 Feb
- 27 Feb
Frontier Airlines
201 €
25 Feb
- 07 Mar
Delta
209 €
18 Feb
- 25 Feb
Delta
225 €
26 Feb
- 03 Mar
Frontier Airlines
226 €
15 Feb
- 18 Feb
Frontier Airlines
227 €
15 Feb
- 28 Feb
Frontier Airlines
227 €
28 Feb
- 06 Mar
Frontier Airlines
239 €
27 Feb
- 08 Mar
Frontier Airlines
243 €
26 Feb
- 02 Mar
Frontier Airlines
244 €
Also check the deals for one-way flights from Chicago to San Juan in February .
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