$243 Cheap Delta flights San Juan (SJU) to Chicago (MDW)

View $243 flight on Tue, Apr 7, 2026Opens in a new window

$243 Cheap Delta flights San Juan (SJU) to Chicago (MDW)

Prices were available within the past 7 days and start at $243 for one-way flights and $499 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Apr 7 - Fri, Apr 10
SJU
San Juan
MDW
Chicago
$499 Roundtrip, found 3 days ago
$499
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Apr 7 from San Juan to Chicago, returning Fri, Apr 10, priced at $499 found 3 days ago
Delta
Tue, Apr 7 - Fri, Apr 10
SJU
San Juan
MDW
Chicago
$555 Roundtrip, found 3 days ago
$555
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Apr 7 from San Juan to Chicago, returning Fri, Apr 10, priced at $555 found 3 days ago
Delta
Tue, Apr 7 - Fri, Apr 10
SJU
San Juan
MDW
Chicago
$568 Roundtrip, found 3 days ago
$568
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Apr 7 from San Juan to Chicago, returning Fri, Apr 10, priced at $568 found 3 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $269
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $269

Find the cheapest month to fly from San Juan (SJU) to Chicago (MDW)

February is typically the cheapest month to fly

From $140 - $609 per traveler.

Travel information

Origin airport
Luis Munoz Marin Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Popular airline
Frontier Airlines
Distance
3293 km
Average flight time
3 hours 50 mins

Explore a world of travel with Expedia