$119 Cheap flight deals from Chicago (CHI) to Aptos (SJC)

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This Weekend's Flight Deals from Chicago to Aptos

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, Jul 18 - Mon, Jul 20
ORD
O'Hare Intl.
SJC
Norman Y. Mineta San Jose Intl.
$458 Roundtrip, found 1 day ago
$458
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 18 from O'Hare Intl. to Norman Y. Mineta San Jose Intl., returning Mon, Jul 20, priced at $458 found 1 day ago
Fri, Jul 17 - Mon, Jul 20
ORD
O'Hare Intl.
MRY
Monterey Peninsula
$472 Roundtrip, found 3 days ago
$472
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Fri, Jul 17 from O'Hare Intl. to Monterey Peninsula, returning Mon, Jul 20, priced at $472 found 3 days ago
Fri, Jul 17 - Mon, Jul 20
MDW
Midway Intl.
SJC
Norman Y. Mineta San Jose Intl.
$1,044 Roundtrip, found 1 day ago
$1,044
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Jul 17 from Midway Intl. to Norman Y. Mineta San Jose Intl., returning Mon, Jul 20, priced at $1,044 found 1 day ago

Airfares from $119 One Way, $237 Round Trip from Chicago to Aptos

Prices starting at $237 for return flights and $119 for one-way flights to Aptos were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Sep 17 - Mon, Sep 21
MDW
Chicago
SJC
San Jose
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Sep 17 from Chicago to San Jose, returning Mon, Sep 21, priced at $237 found 2 days ago
Thu, Sep 10 - Wed, Sep 16
ORD
Chicago
SJC
San Jose
$254 Roundtrip, found 17 hours ago
$254
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Sep 10 from Chicago to San Jose, returning Wed, Sep 16, priced at $254 found 17 hours ago
Tue, Aug 11 - Mon, Aug 17
ORD
Chicago
SJC
San Jose
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Aug 11 from Chicago to San Jose, returning Mon, Aug 17, priced at $257 found 1 day ago
Thu, Oct 22 - Sat, Oct 31
ORD
Chicago
SJC
San Jose
$257 Roundtrip, found 22 hours ago
$257
Roundtrip
found 22 hours ago
Select Delta flight, departing Thu, Oct 22 from Chicago to San Jose, returning Sat, Oct 31, priced at $257 found 22 hours ago
Sat, Aug 29 - Tue, Sep 1
ORD
Chicago
SJC
San Jose
$263 Roundtrip, found 11 hours ago
$263
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Sat, Aug 29 from Chicago to San Jose, returning Tue, Sep 1, priced at $263 found 11 hours ago

Aptos economy flight packages

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

The LEEF Hotel

8.6/10 Excellent! (713 reviews)

Aug 26 - Sep 1

6 night stay

Chicago (CHI) to Los Angeles (LAX)

American Airlines • Coach

Los Angeles (LAX) to Chicago (CHI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,050, price is now $538 per person
$538
per person
found 1 day ago
Great value! Nothing fancy, but very clean, nice furnishings and comfortable. For being an old style motel that's been renovated, it was done well. The AC units are in the wall and run kind of loud, but it's fine. Since that age of a building doesn't have central air, I'll take a loud AC unit over no AC any day. Very slick virtual check in also. Quick and easy! I'd stay there again for sure!

Reviewed on Jul 14, 2026

SIRTAJ - Beverly Hills
4.0-star property

SIRTAJ - Beverly Hills

8.2/10 Very Good! (1,006 reviews)

Sep 3 - Sep 8

5 night stay

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,410, price is now $731 per person
$731
per person
found 1 day ago
If I could give this place zero stars I would. First, it was very hard to find the location because there is construction outside. When I finally found the place, there was one person at the desk who was extremely rude and condescending. She made fun of the way I spoke (mimicked me). I was in shock. I had already prepaid for the hotel so I didn't know what to do. I figured I would let it go since it's one night. I asked about parking - she said can't give me parking until I checked in. So I checked in and then after I paid for parking - she said she didn't have anymore key cards to the parking garage. She told me that every time I would need to go in or out of the garage I would need to come into the hotel and tell them and they would meet me at the garage (!) I asked politely how does this work if there's only one person at the desk. and where do I park to call you to help me with the garage (since there's no parking - only construction - outside the hotel). That set her off in an angry tirade. I was afraid for my safety at this hotel with this person in charge. I called my friend that I was meeting - she came over a few minutes later and I told her what happened. We checked the room - which had an intense chemical odor - can't breath. She refused to let me talk to a manager and refused to refund. It was such a twilight zone experience. STAY AWAY FROM THIS HORRID PLACE.

Reviewed on Jul 4, 2026

Hotel Z
3.0-star property

Hotel Z

9.4/10 Exceptional! (1,031 reviews)

Sep 3 - Sep 10

7 night stay

Chicago (CHI) to San Diego (SAN)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,196, price is now $672 per person
$672
per person
found 1 day ago
We were in town to attend the baseball games and opted for Hotel Z because of proximity to the field as well as price. The front desk staff were excellent, very efficient and very friendly. The room was small with a view of a wall. There wasn't a safe in the room or a fridge, even one to hold a can of soda. It was hard to regulate the air flow. The room was either freezing cold or super stuffy. Understandably, the windows only open a few inches for safety reasons. The bathroom was spacious although the shower drain was clogged. A quick call to the front desk and that situation was solved in a tick. The bed was very comfortable, the pillows were awful. There were two chairs in the room, an office chair and a very old almost padded chair. That chair was hard as a rock and needs to be replaced. The number one reason to suggest to others to stay here is the location. That gets 5 stars. 8 stars, if it was possible. There were dozens of restaurants to pick from and a 6 minute to the ballpark. That was a real bonus after the game to be able to just walk out and be back to the hotel in a matter of minutes. The LRT is about the same time with quick access to all areas of San Diego. The cost was reasonable and also helped in the decision to stay here but the location is the real plus.

Reviewed on Jul 14, 2026

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Aptos business class flight packages

Price found within the past 48 hours. Click for updated prices.
The Valorian Los Angeles, Curio Collection by Hilton
4.5-star property

The Valorian Los Angeles, Curio Collection by Hilton

8.8/10 Excellent! (411 reviews)

Aug 18 - Aug 24

6 night stay

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Roundtrip • BusinessClass
Save 100% on your flight
Price was $1,581, price is now $1,115 per person
$1,115
per person
found 11 hours ago
The room was clean. My problem is the hotel seems to be losing the charm it once had since it has been taken over by Hilton. This was my 3rd stay at the property and unfortunately my least favorite. I hope they can restore the charm as well as remodel and update some of the hotel.

Reviewed on Jul 9, 2026

W Los Angeles - West Beverly Hills
4.5-star property

W Los Angeles - West Beverly Hills

8.4/10 Very Good! (1,000 reviews)

Aug 18 - Aug 24

6 night stay

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Roundtrip • BusinessClass
Save 100% on your flight
Price was $1,768, price is now $1,192 per person
$1,192
per person
found 11 hours ago
Appreciated upgrade to 2 BR suite. Spacious and comfortable. Very difficult calling hotel and getting. A person. Big construction project next door. Was bummed about trucks beeping starting. 6 am. Good value from Expedia but high resort fee and taxes made it pricey. Great location….lots of coffee and food in Westwood plus very easy to UCLA. Ali’s appreciated they honored request to have room not facing Hilgard. But facing over a low rooftop between two wings of the hotel

Reviewed on Jul 14, 2026

Langham Huntington, Pasadena, Los Angeles
5.0-star property

Langham Huntington, Pasadena, Los Angeles

9.2/10 Wonderful! (1,003 reviews)

Aug 18 - Aug 24

6 night stay

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Roundtrip • BusinessClass
Save 100% on your flight
Price was $1,868, price is now $1,355 per person
$1,355
per person
found 11 hours ago
Friendly staff, beautiful room

Reviewed on Jul 14, 2026

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Aptos first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Hoxton, Downtown LA
4.0-star property

The Hoxton, Downtown LA

9.2/10 Wonderful! (1,008 reviews)

Sep 3 - Sep 7

4 night stay

Chicago (ORD) to Los Angeles (LAX)

United • Non-stop roundtrip • FirstClass
Price was $1,611, price is now $1,372 per person
$1,372
per person
found 23 hours ago
Nice

Reviewed on Jul 7, 2026

Surf & Sand Laguna Beach
5.0-star property

Surf & Sand Laguna Beach

9/10 Wonderful! (1,001 reviews)

Sep 3 - Sep 7

4 night stay

Chicago (ORD) to Los Angeles (LAX)

United • Non-stop roundtrip • FirstClass
Price was $3,738, price is now $3,008 per person
$3,008
per person
found 23 hours ago
is pretty nice view the hotel overall is wonderful

Reviewed on Jul 14, 2026

Shutters on the Beach
5.0-star property

Shutters on the Beach

9.4/10 Exceptional! (764 reviews)

Sep 3 - Sep 7

4 night stay

Chicago (ORD) to Los Angeles (LAX)

United • Non-stop roundtrip • FirstClass
Price was $2,781, price is now $2,367 per person
$2,367
per person
found 23 hours ago
Excellent experience. Staff is polite, helpful and professional. The lobby lounge has many different places to sit with a nice array of food and drinks to choose from. The property location and beach style is very relaxing.

Reviewed on Jul 13, 2026

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More About Flying To Aptos from Chicago

Route Information for Flights from Chicago to Aptos

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

Chicago to Aptos

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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.