$71 Cheap flight deals from Chicago (CHI) to Stockton (SJC)

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This Weekend's Flight Deals from Chicago to Stockton

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.

Sun, Nov 9 - Mon, Nov 10
ORD
O'Hare Intl.
SMF
Sacramento Intl.
$342 Roundtrip, found 3 days ago
$342
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Nov 9 from O'Hare Intl. to Sacramento Intl., returning Mon, Nov 10, priced at $342 found 3 days ago
Fri, Nov 7 - Mon, Nov 10
ORD
O'Hare Intl.
SJC
Norman Y. Mineta San Jose Intl.
$382 Roundtrip, found 2 hours ago
$382
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Nov 7 from O'Hare Intl. to Norman Y. Mineta San Jose Intl., returning Mon, Nov 10, priced at $382 found 2 hours ago
Fri, Nov 7 - Fri, Jan 9
ORD
O'Hare Intl.
OAK
Oakland Intl.
$395 Roundtrip, found 6 days ago
$395
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Fri, Nov 7 from O'Hare Intl. to Oakland Intl., returning Fri, Jan 9, priced at $395 found 6 days ago
Fri, Nov 7 - Fri, Nov 14
MDW
Midway Intl.
SJC
Norman Y. Mineta San Jose Intl.
$591 Roundtrip, found 6 days ago
$591
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Fri, Nov 7 from Midway Intl. to Norman Y. Mineta San Jose Intl., returning Fri, Nov 14, priced at $591 found 6 days ago

Airfares from $71 One Way, $142 Round Trip from Chicago to Stockton

Prices starting at $142 for return flights and $71 for one-way flights to Stockton were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Dec 8 - Mon, Dec 15
ORD
Chicago
SMF
Sacramento
$142 Roundtrip, found 1 hour ago
$142
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Chicago to Sacramento, returning Mon, Dec 15, priced at $142 found 1 hour ago
Wed, Dec 17 - Thu, Jan 8
ORD
Chicago
SJC
San Jose
$201 Roundtrip, found 19 hours ago
$201
Roundtrip
found 19 hours ago
Select Alaska Airlines flight, departing Wed, Dec 17 from Chicago to San Jose, returning Thu, Jan 8, priced at $201 found 19 hours ago
Sat, Jan 17 - Tue, Jan 20
ORD
Chicago
SMF
Sacramento
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Sat, Jan 17 from Chicago to Sacramento, returning Tue, Jan 20, priced at $238 found 2 days ago
Wed, Dec 3 - Tue, Dec 16
ORD
Chicago
SJC
San Jose
$238 Roundtrip, found 3 days ago
$238
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Wed, Dec 3 from Chicago to San Jose, returning Tue, Dec 16, priced at $238 found 3 days ago
Sun, Dec 7 - Sun, Dec 14
MDW
Chicago
SMF
Sacramento
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Dec 7 from Chicago to Sacramento, returning Sun, Dec 14, priced at $249 found 6 days ago

Stockton economy flight packages

Price found within the past 48 hours. Click for updated prices.
River Terrace Inn - A Noble House Hotel
4.0-star property

River Terrace Inn - A Noble House Hotel

9/10 Wonderful! (1,002 reviews)

Dec 26 - Dec 31

5 night stay

Chicago (ORD) to Oakland (OAK)

Southwest Airlines • Non-stop • Coach

Oakland (OAK) to Chicago (ORD)

Delta • Non-stop • Coach
Price was $1,153, price is now $877 per person
$877
per person
found 1 day ago
Place was fantastic. Close to Oxbow market area and downtown where all the restaurants are. Staff was great. Room large and large bathroom too. Within 30 minutes of numerous wineries. Outdoor area by the river very relaxing.

Reviewed on Jun 25, 2025

MacArthur Place Hotel & Spa
4.0-star property

MacArthur Place Hotel & Spa

9.4/10 Exceptional! (840 reviews)

Dec 26 - Dec 31

5 night stay

Chicago (ORD) to Oakland (OAK)

Southwest Airlines • Non-stop • Coach

Oakland (OAK) to Chicago (ORD)

Delta • Non-stop • Coach
Save 100% on your flight
Price was $1,734, price is now $1,255 per person
$1,255
per person
found 1 day ago
Our absolute favorite place! Third time staying here, staff and property are all wonderful with an unbeatable location.

Reviewed on Mar 12, 2023

Hotel Yountville
4.0-star property

Hotel Yountville

9.6/10 Exceptional! (1,007 reviews)

Dec 11 - Dec 14

3 night stay

Chicago (CHI) to Oakland (OAK)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,676, price is now $1,293 per person
$1,293
per person
found 2 hours ago
this is a perfect place to spend some days in Napa , Hotel is

Reviewed on May 24, 2025

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Stockton packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Oakland Airport
3.0-star property

Courtyard by Marriott Oakland Airport

8.6/10 Excellent! (1,503 reviews)

Dec 25 - Dec 29

4 night stay

Chicago (ORD) to Oakland (OAK)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $890, price is now $861 per person
$861
per person
found 24 hours ago
The people in the adjoining room were extremely loud and sounded like they were doing gymnastics ALL night long. We called the front desk twice and all she did was call them. It would settle for a bit , but then ramp up again. We ran the fan on high, but it didn’t help. My husband put a pillow over his head and got a little sleep. When we checked out at 7:30ish we told the receptionist and she said they were suppose to send security up. That never happened! It was like a party was going on all night til 6 am when it quieted down. Very disappointing in tha action that was not taken. We were in room 265.

Reviewed on Nov 1, 2025

Courtyard San Francisco Larkspur Landing/Marin County
3.0-star property

Courtyard San Francisco Larkspur Landing/Marin County

8.8/10 Excellent! (781 reviews)

Dec 25 - Dec 29

4 night stay

Chicago (ORD) to Oakland (OAK)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,074, price is now $1,003 per person
$1,003
per person
found 24 hours ago
This was a lovely property with very friendly and helpful staff. And it’s located across from great high-end shopping and dining called Marin County Mart.

Reviewed on Sep 12, 2025

Fairfield Inn & Suites by Marriott Oakland Hayward
2.5-star property

Fairfield Inn & Suites by Marriott Oakland Hayward

8.2/10 Very Good! (736 reviews)

Dec 25 - Dec 29

4 night stay

Chicago (ORD) to Oakland (OAK)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $903, price is now $867 per person
$867
per person
found 24 hours ago
The staff wasn’t the friendliest. At check in the lady tells us if we’re too loud we will be fined $250. If was a playoff game and they refused to turn on the TV in the lobby so our group could watch together. The staff just seemed annoyed and mad they had to be there.

Reviewed on Jan 24, 2022

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More About Flying To Stockton from Chicago

Route Information for Flights from Chicago to Stockton

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

Chicago to Stockton

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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.