How much is a ticket from Chicago Midway to San Luis Obispo?

Depending on when you travel and how far in advance you book, fares between Chicago and San Luis Obispo can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Flying from or to Chicago and San Luis Obispo? Here are your airport options

Knowing your full list of nearby airports can make flight planning easier, especially when routes vary.

• Airports in Chicago: You have 3 departure options - Midway, O'Hare, Rockford.
• Airports in San Luis Obispo: San Luis Obispo - County is the only arrival option right now.

For families or those traveling with assistance, smaller airports can be easier to navigate. Cities served by multiple airports often allow for more flexible travel planning.

Smart ways to search flights from Chicago Midway to San Luis Obispo

Use Jetcost to view tailored results based on what you care about — time, duration, number of stops, or even your preferred booking agency. Results include the best airlines and travel agencies.

Other popular destinations

Flying to United States? Other travelers also searched: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Prefer non-stop flights? Just activate the filter to skip unnecessary layovers. If your dates are flexible, you can also explore different departure and return combinations to find the best fit.