Cheap Flights from Chicago to San Luis Obispo
Cheap Flights from Chicago to San Luis Obispo
Looking for cheap flights from Chicago to San Luis Obispo? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to San Luis Obispo vary by season, cabin, and date, but available award flights can start around 15,000 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to San Luis Obispo for specific travel dates.
2026-11-09
ORD - SBP
Economy | 1 Stop | 9+ left
From 15,000 Pts + $5.6
Chicago to San Luis Obispo flight facts
Distance
1,812 mi
2,916 km in a straight line
Estimated flight time
about 4h
In the air, for the straight-line distance
Time difference
−2h
San Luis Obispo is 2 hours behind Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in San Luis Obispo
SBP · San Luis County Regional
Nearby airport alternatives
Flights Chicago - Santa Barbara · Santa Barbara is 72 mi from San Luis Obispo
Flights Chicago - Monterey · Monterey is 115 mi from San Luis Obispo
Flights Chicago - Fresno · Fresno is 118 mi from San Luis Obispo
Flights Chicago - Burbank · Burbank is 148 mi from San Luis Obispo
Flights Chicago - Los Angeles · Los Angeles is 155 mi from San Luis Obispo
Flights Chicago - San Jose · San Jose is 163 mi from San Luis Obispo
Premium cabin flights from Chicago to San Luis Obispo
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Frequently Asked Questions
The cheapest route from Chicago to San Luis Obispo depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to San Luis Obispo.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to San Luis Obispo.
Chicago and San Luis Obispo are about 1,812 miles (2,916 km) apart in a straight line.
Flying the 1,812-mile straight-line distance takes about 4h in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
San Luis Obispo is 2 hours behind Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in San Luis Obispo: San Luis County Regional (SBP).
Travelers searching this route also look at other popular routes into San Luis Obispo, plus the return trip when we track it. Fares and award space change daily.
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points travel planning experience. Yeah!
