The Illini Club of San Diego County scholarship program benefits military veterans attending the U of I after serving our country. The Chez Veterans Center provides services to these veterans. Our 2024 Award is to Briley McVey (pictured).

There are 7 ways to get from San Diego to Illinois by plane, train (Amtrak), bus (Greyhound), car, or train. Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

The best way to get from San Diego to Chicago is to fly which takes 5h 41m and costs $60 - $550. Alternatively, you can train, which costs $190 - $700 and takes 46h 3m, you could also bus, which costs $170 - $1,000 and takes 2 days 4h.

The journey from San Diego to Chicago can take as little as 49 hours 30 minutes and starts from as little as $258.98. The earliest bus leaves at 7:15 am and the last bus leaves at 7:35 pm . Greyhound schedules 3 buses per day from San Diego to Chicago.

Find United Airlines cheap flights from San Diego to Chicago. Enjoy a San Diego to Chicago modern flight experience in premium cabins with Wi-Fi.

Fly one-way from San Diego to Chicago (O'Hare) starting at $180. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

The cheapest ticket to Illinois from San Diego found in the last 72 hours was $43 one-way, and $95 round-trip. The most popular route is from San Diego to Chicago O'Hare Intl , and the cheapest round-trip airline ticket found on this route in the last 72 hours was $31.

The best way to get from Illinois to San Diego is to fly which takes 6h 40m and costs $65 - $430. Alternatively, you can train, which costs $190 - $700 and takes 46h 7m, you could also bus, which costs $160 - $1,000 and takes 2 days 2h.

Cheap Flights from San Diego (SAN) to Chicago (ORD) start at $33 for one-way and $68 for round trip. Earn your airline miles on top of our rewards!

San Diego (SAN) to Chicago (ORD) flight schedule. The monthly calendar shows every direct flight departure from San Diego International Airport (SAN) with all airlines. Click on a date to see a list of flights or search for the best prices.