$112 Cheap flight deals from Chicago (CHI) to Temecula (SAN)

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This Weekend's Flight Deals from Chicago to Temecula

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 30 - Tue, Jun 2
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$354 Roundtrip, found 1 day ago
$354
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, May 30 from O'Hare Intl. to Palm Springs Intl., returning Tue, Jun 2, priced at $354 found 1 day ago
Sun, May 31 - Mon, Jun 15
ORD
O'Hare Intl.
ONT
Ontario Intl. Airport
$394 Roundtrip, found 1 day ago
$394
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 31 from O'Hare Intl. to Ontario Intl. Airport, returning Mon, Jun 15, priced at $394 found 1 day ago
Fri, May 29 - Fri, Jun 12
ORD
O'Hare Intl.
SAN
San Diego Intl.
$399 Roundtrip, found 4 hours ago
$399
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, May 29 from O'Hare Intl. to San Diego Intl., returning Fri, Jun 12, priced at $399 found 4 hours ago
Fri, May 29 - Tue, Jun 9
ORD
O'Hare Intl.
CLD
McClellan-Palomar
$427 Roundtrip, found 1 day ago
$427
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 29 from O'Hare Intl. to McClellan-Palomar, returning Tue, Jun 9, priced at $427 found 1 day ago

Airfares from $112 One Way, $219 Round Trip from Chicago to Temecula

Prices starting at $219 for return flights and $112 for one-way flights to Temecula were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Nov 3 - Tue, Nov 17
ORD
Chicago
ONT
Ontario
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago
Select United flight, departing Tue, Nov 3 from Chicago to Ontario, returning Tue, Nov 17, priced at $219 found 2 days ago
Wed, Jul 29 - Wed, Aug 5
ORD
Chicago
ONT
Ontario
$220 Roundtrip, found 3 days ago
$220
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Chicago to Ontario, returning Wed, Aug 5, priced at $220 found 3 days ago
Sat, Sep 12 - Sat, Sep 19
ORD
Chicago
SAN
San Diego
$248 Roundtrip, found 5 hours ago
$248
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Chicago to San Diego, returning Sat, Sep 19, priced at $248 found 5 hours ago
Sat, Oct 17 - Tue, Oct 20
ORD
Chicago
PSP
Palm Springs
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 17 from Chicago to Palm Springs, returning Tue, Oct 20, priced at $251 found 1 day ago
Sat, Jun 20 - Wed, Jun 24
ORD
Chicago
CLD
Carlsbad
$319 Roundtrip, found 4 hours ago
$319
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Jun 20 from Chicago to Carlsbad, returning Wed, Jun 24, priced at $319 found 4 hours ago

Temecula economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel
3.5-star property

The Sofia Hotel

8.6/10 Excellent! (2,048 reviews)

Jul 17 - Jul 20

3 night stay

Chicago (CHI) to San Diego (SAN)

American Airlines • Coach

San Diego (SAN) to Chicago (CHI)

Frontier Airlines • Coach
Price was $899, price is now $592 per person
$592
per person
found 1 day ago
Good location and good room temperature controls

Reviewed on May 19, 2026

Los Bungalows
2.5-star property

Los Bungalows

8.2/10 Very Good! (529 reviews)

Jul 1 - Jul 5

4 night stay

Chicago (CHI) to San Diego (SAN)

Southwest Airlines • Coach

San Diego (SAN) to Chicago (CHI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,672, price is now $1,064 per person
$1,064
per person
found 13 hours ago
The ac was amazinggg and the room was super clean and spacious with a very comfortable bed. Beach view was absolutely amazing. I loved watching the sunset. Had an amazing time! Will definitely be coming back again c:

Reviewed on Apr 3, 2026

Margaritaville Hotel San Diego Gaslamp Quarter
4.0-star property

Margaritaville Hotel San Diego Gaslamp Quarter

9/10 Wonderful! (1,358 reviews)

Jul 1 - Jul 5

4 night stay

Chicago (CHI) to San Diego (SAN)

Southwest Airlines • Coach

San Diego (SAN) to Chicago (CHI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,427, price is now $942 per person
$942
per person
found 1 day ago
We were able to check in early and check out late, but of course had to pay a fee

Reviewed on Oct 3, 2025

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Temecula first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel
3.5-star property

The Sofia Hotel

8.6/10 Excellent! (2,048 reviews)

Jul 7 - Jul 12

5 night stay

Chicago (CHI) to San Diego (SAN)

American Airlines • FirstClass

San Diego (SAN) to Chicago (CHI)

Frontier Airlines • FirstClass
Price was $1,510, price is now $1,007 per person
$1,007
per person
found 4 hours ago
Good location and good room temperature controls

Reviewed on May 19, 2026

Margaritaville Hotel San Diego Gaslamp Quarter
4.0-star property

Margaritaville Hotel San Diego Gaslamp Quarter

9/10 Wonderful! (1,358 reviews)

Jul 7 - Jul 12

5 night stay

Chicago (CHI) to San Diego (SAN)

American Airlines • FirstClass

San Diego (SAN) to Chicago (CHI)

Frontier Airlines • FirstClass
Save 100% on your flight
Price was $2,090, price is now $1,353 per person
$1,353
per person
found 4 hours ago
We were able to check in early and check out late, but of course had to pay a fee

Reviewed on Oct 3, 2025

Ocean Park Inn
3.0-star property

Ocean Park Inn

9.4/10 Exceptional! (1,023 reviews)

Jul 7 - Jul 14

7 night stay

Chicago (CHI) to San Diego (SAN)

American Airlines • FirstClass

San Diego (SAN) to Chicago (CHI)

Frontier Airlines • FirstClass
Save 100% on your flight
Price was $3,340, price is now $2,465 per person
$2,465
per person
found 4 hours ago
Everything was great, checkin was easy, the staff was very friendly and knowledgeable. Room was great, lots of space, very clean. Everything was nearby and a walkable distance

Reviewed on Jan 31, 2026

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More About Flying To Temecula from Chicago

Route Information for Flights from Chicago to Temecula

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

Chicago to Temecula

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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.