The journey from Fox Point to San Diego covers over 2,000 miles. Flying from MKE to SAN is the most practical, usually involving a connection. For a long-distance rail journey, take the Amtrak Southwest Chief from Chicago to Los Angeles, then transfer to the Pacific Surfliner. Driving takes about 30 hours via I-80 W and I-15 S. San Diego is famous for its beaches, zoo, and perfect weather.
Total Distance: Driving distance 3,300 km; Straight-line air distance 2,700 km.
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Connecting
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Connecting
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| Duration | 55 hours | 5 hours |
| Avg Price | $350-$800 | $300-$600 |
| Operator | Amtrak Southwest Chief | Southwest Airlines |
| Route | Chicago to LA, then Pacific Surfliner to San Diego. | MKE to SAN via Las Vegas or Phoenix. |
| Tip | The Pacific Surfliner route along the coast is incredibly scenic. | Check flights into LAX and take a shuttle if SAN flights are too expensive. |
March to May or September to November for mild weather and fewer crowds.