Nonstop route
San Diego to Chicago nonstop
Yes — Southwest flies SAN to MDW nonstop year-round — about 3× daily.
SANSan Diego
✈
MDWChicago
3× daily23.8 flights a week
Year-round23.8/wk Jun vs 15.1/wk Jan
$175–$300typical one-way · median $225
1,728miles nonstop
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Fares are what people actually paid: half of the 1,946 tickets in the US DOT fare survey for this route sold between $175 and $300 one way, median $225. That survey runs a couple of quarters behind, so treat it as the shape of the route's pricing rather than today's quote.
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