$79 Cheap flight deals from Chicago (CHI) to San Marcos (SAN)
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This Weekend's Flight Deals from Chicago to San Marcos
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.
ORD
O'Hare Intl.
SAN
San Diego Intl.
$291 Roundtrip, found 2 hours ago
$291
Roundtrip
found 2 hours ago
ORD
O'Hare Intl.
CLD
McClellan-Palomar
$416 Roundtrip, found 3 days ago
$416
Roundtrip
found 3 days ago
MDW
Midway Intl.
SAN
San Diego Intl.
$530 Roundtrip, just found
$530
Roundtrip
just found
Airfares from $79 One Way, $157 Round Trip from Chicago to San Marcos
Prices starting at $157 for return flights and $79 for one-way flights to San Marcos were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
Chicago
SAN
San Diego
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
ORD
Chicago
SAN
San Diego
$158 Roundtrip, found 9 hours ago
$158
Roundtrip
found 9 hours ago
ORD
Chicago
SAN
San Diego
$160 Roundtrip, found 2 hours ago
$160
Roundtrip
found 2 hours ago
RFD
Rockford
SAN
San Diego
$162 Roundtrip, found 2 hours ago
$162
Roundtrip
found 2 hours ago
MDW
Chicago
SAN
San Diego
$167 Roundtrip, found 2 hours ago
$167
Roundtrip
found 2 hours ago
San Marcos economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Coronado Beach Resort
9/10 Wonderful! (742 reviews)
Apr 5 - Apr 9
4 night stay
Chicago (CHI) to San Diego (SAN)
United • Roundtrip • Coach
Save 100% on your flight
Price was $913, price is now $639 per person
$639
per person
found 1 day ago
We had such a fabulous stay! I am so glad we stayed here versus the hotel del Coronado. The staff was so friendly, the one bedroom so spacious with a kitchen, such fabulous amenities that we used their bikes to bike around the island, hot tub, and the location is unbeatable. A great deal for the price we were so so happy here!
Reviewed on Apr 7, 2024
3.5-star property
The Sofia Hotel
8.4/10 Very Good! (1,627 reviews)
Mar 23 - Mar 29
6 night stay
Chicago (CHI) to San Diego (SAN)
Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,525, price is now $843 per person
$843
per person
found 1 day ago
Beautiful historical hotel, amazing location a few minutes from the port, incredibly fast checkin, room had character and stay was perfect
Reviewed on Jan 5, 2026
4.0-star property
Paradise Point Resort & Spa
8.6/10 Excellent! (2,326 reviews)
Mar 26 - Mar 29
3 night stay
Chicago (CHI) to San Diego (SAN)
Southwest Airlines • Roundtrip • Coach
Price was $959, price is now $653 per person
$653
per person
found 1 day ago
One of my favorite places to stay. Clean room , good restaurants and the Spa was great. I love the morning walks with beautiful trees, flowers and the beach . A Big thank you to the girl at the front desk, Lauren, for my beautiful view from my room .
Reviewed on Nov 27, 2025
San Marcos first class flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
The Sofia Hotel
8.4/10 Very Good! (1,627 reviews)
Mar 25 - Mar 28
3 night stay
Chicago (ORD) to San Diego (SAN)
Alaska Airlines • FirstClass
San Diego (SAN) to Chicago (ORD)
American Airlines • FirstClass
Price was $1,460, price is now $1,185 per person
$1,185
per person
found 1 day ago
Beautiful historical hotel, amazing location a few minutes from the port, incredibly fast checkin, room had character and stay was perfect
Reviewed on Jan 5, 2026
3.5-star property
The Bristol Hotel San Diego
8.6/10 Excellent! (1,428 reviews)
Mar 25 - Mar 28
3 night stay
Chicago (ORD) to San Diego (SAN)
Alaska Airlines • FirstClass
San Diego (SAN) to Chicago (ORD)
American Airlines • FirstClass
Price was $1,457, price is now $1,270 per person
$1,270
per person
found 1 day ago
Location was great. Lots of public transit nearby. Room was spacious. Stayed for four days and they only emptied the trash and gave new towels, didn’t make the bed. If you’re sensitive to sounds, you may be bothered by the train sounds.
Reviewed on Feb 5, 2026
4.0-star property
Kona Kai San Diego
8.4/10 Very Good! (1,001 reviews)
Mar 25 - Mar 28
3 night stay
Chicago (ORD) to San Diego (SAN)
Alaska Airlines • FirstClass
San Diego (SAN) to Chicago (ORD)
American Airlines • FirstClass
Price was $1,433, price is now $1,250 per person
$1,250
per person
found 1 day ago
When we travel to San Diego, we always stay on Shelter Island because we like the area. The staff was very friendly and helpful. For the price, Kona Kai is not worth the amount of money you pay to stay there. The resort was nice, but the cost of the rooms and resort fees are excessive. I believe the other hotels on the island are just as nice and far more affordable. Other issues: the bar at the adult pool closed at 5pm on Thursday, the hair dryer in our room was sticking with hair on it, the bathroom door was a barn door and did not lock- very little privacy, and the room was a bit dusty. My family enjoyed the fire pits at night fall and our view of the marina was nice.
Reviewed on Oct 20, 2025
More About Flying To San Marcos from Chicago
Route Information for Flights from Chicago to San Marcos
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | SAN |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to San Marcos
If it is not enough that we have guaranteed low prices for Chicago to San Marcos flights, Orbitz can also integrate your hotel and car rental needs into the package. This ensures your trip goes smoothly and you get the best possible bargain.
Save Big On Hotels With Our Summer Hotel Sale When Booking Chicago to San Marcos Flights
We will get you bargain air tickets for Chicago to San Marcos flights and can save you even more with our Summer Hotel sale. You can get a discount of up to 40% when you book a hotel along with your bargain flight from Orbitz.
If You Are Going To The Beach We Can Save You Even More
When you are arranging budget flights from Chicago to San Marcos, you can save even more by staying near a beach. Orbitz Beach Hotel Deals will allow you to get as much as half off the price of an already cheap hotel. Saving money has never been this fun.
Plan A Spontaneous Trip Using Our Top Hotel and Flight Destinations
Want to know where other people are staying after flights from Chicago to San Marcos? We not only recommend top destinations, but will tell you the most popular places to stay after {origin.name} to San Marcos flights.
Use Orbitz.com For Up To The Minute Hot Deals
Budget deals on flights from Chicago to San Marcos are constantly changing. You can get up-to-the-minute updates on the hottest deals on discount tickets and hotels on our website.
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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.