$144 Cheap flight deals from Chicago (CHI) to Pismo Beach (SBP)

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Airfares from $144 One Way, $287 Round Trip from Chicago to Pismo Beach

Prices starting at $287 for return flights and $144 for one-way flights to Pismo Beach were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, May 6 - Tue, May 12
ORD
Chicago
SBP
San Luis Obispo
$287 Roundtrip, found 12 hours ago
$287
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Wed, May 6 from Chicago to San Luis Obispo, returning Tue, May 12, priced at $287 found 12 hours ago
Wed, May 6 - Tue, May 12
ORD
Chicago
SBP
San Luis Obispo
$289 Roundtrip, found 12 hours ago
$289
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Wed, May 6 from Chicago to San Luis Obispo, returning Tue, May 12, priced at $289 found 12 hours ago
Tue, Apr 14 - Wed, Apr 29
ORD
Chicago
SBP
San Luis Obispo
$302 Roundtrip, found 17 hours ago
$302
Roundtrip
found 17 hours ago
Select Alaska Airlines flight, departing Tue, Apr 14 from Chicago to San Luis Obispo, returning Wed, Apr 29, priced at $302 found 17 hours ago
Tue, May 5 - Wed, May 6
ORD
Chicago
SBP
San Luis Obispo
$330 Roundtrip, found 6 days ago
$330
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Tue, May 5 from Chicago to San Luis Obispo, returning Wed, May 6, priced at $330 found 6 days ago
Wed, Apr 22 - Tue, Apr 28
ORD
Chicago
SBP
San Luis Obispo
$345 Roundtrip, found 5 days ago
$345
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Apr 22 from Chicago to San Luis Obispo, returning Tue, Apr 28, priced at $345 found 5 days ago

Pismo Beach economy flight packages

Price found within the past 48 hours. Click for updated prices.
Blufftop Inn & Suites - Wharf/Restaurant District
2.0-star property

Blufftop Inn & Suites - Wharf/Restaurant District

9.2/10 Wonderful! (1,014 reviews)

Apr 24 - Apr 27

3 night stay

Chicago (ORD) to San Luis Obispo (SBP)

American Airlines • Non-stop roundtrip • Coach
Price was $864, price is now $597 per person
$597
per person
found 8 hours ago
Looked & smelled clean. Friendly staff nicely decorated.

Reviewed on Dec 13, 2025

Private Pool, Firepit & Wine Room Near Top Paso Wineries Devi Ranch
3.0-star property

Private Pool, Firepit & Wine Room Near Top Paso Wineries Devi Ranch

No reviews

Apr 24 - Apr 27

3 night stay

Chicago (ORD) to San Luis Obispo (SBP)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,292, price is now $1,742 per person
$1,742
per person
found 8 hours ago
Hidden Oaks Farmhouse by Avantstay Hot Tub, Deck
3.0-star property

Hidden Oaks Farmhouse by Avantstay Hot Tub, Deck

No reviews

Apr 24 - Apr 27

3 night stay

Chicago (ORD) to San Luis Obispo (SBP)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,836, price is now $1,431 per person
$1,431
per person
found 8 hours ago
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More About Flying To Pismo Beach from Chicago

Route Information for Flights from Chicago to Pismo Beach

Origin Airport IATA Code
CHI
Destination Airport IATA Code
SBP
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Pismo Beach

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.