$122 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.
$320 Roundtrip, found 19 hours ago
$320
Roundtrip
found 19 hours ago
MDW
Midway Intl.
SAN
San Diego Intl.
$356 Roundtrip, found 2 days ago
$356
Roundtrip
found 2 days ago
ORD
O'Hare Intl.
CLD
McClellan-Palomar
$385 Roundtrip, found 3 days ago
$385
Roundtrip
found 3 days ago
RFD
Greater Rockford
SAN
San Diego Intl.
$610 Roundtrip, found 2 days ago
$610
Roundtrip
found 2 days ago
Airfares from $122 One Way, $210 Round Trip from Chicago to San Marcos
Prices starting at $210 for return flights and $122 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
$210 Roundtrip, found 2 days ago
$210
Roundtrip
found 2 days ago
ORD
Chicago
SAN
San Diego
$215 Roundtrip, found 3 days ago
$215
Roundtrip
found 3 days ago
RFD
Rockford
SAN
San Diego
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
ORD
Chicago
SAN
San Diego
$247 Roundtrip, found 8 hours ago
$247
Roundtrip
found 8 hours ago
ORD
Chicago
CLD
Carlsbad
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago
San Marcos economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
The Sofia Hotel
8.6/10 Excellent! (2,048 reviews)
Jun 18 - Jun 21
3 night stay
Chicago (CHI) to San Diego (SAN)
American Airlines • Coach
San Diego (SAN) to Chicago (CHI)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,261, price is now $752 per person
$752
per person
found 2 days 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
2.5-star property
Los Bungalows
8.2/10 Very Good! (526 reviews)
Jun 24 - Jun 28
4 night stay
Chicago (CHI) to San Diego (SAN)
Southwest Airlines • Coach
San Diego (SAN) to Chicago (CHI)
American Airlines • Coach
Save 100% on your flight
Price was $1,158, price is now $789 per person
$789
per person
found 21 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
3.5-star property
Hyatt Vacation Club at The Welk, San Diego Area
8.4/10 Very Good! (1,794 reviews)
Jun 17 - Jun 21
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 $1,179, price is now $828 per person
$828
per person
found 1 day ago
We, unfortunately, had a situation where my wife and I were away for most of the afternoon and evening, and my 3 children (14, 11, 11) were by themselves.
Apparently, on Sunday afternoon, new keys to our room were given to another group of people, and that group entered our residence, finding it occupied. This scared our kids pretty bad. The group apologized and left, but they were still pretty shaken (a lesson to use the door latch).
That also made our keys to no longer work (our kids let us in when we returned). We didn't make a big deal out of it as we were leaving early the next morning for our flight home.
I'm sure it was an honest mistake, just a very unfortunate situation.
Reviewed on Mar 26, 2026
San Marcos first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Indigo San Diego-Gaslamp Quarter by IHG
8.8/10 Excellent! (1,010 reviews)
Jun 28 - Jun 30
2 night stay
Chicago (CHI) to San Diego (SAN)
American Airlines • Non-stop roundtrip • FirstClass
Price was $1,176, price is now $1,130 per person
$1,130
per person
found 1 day ago
Hotel Indigo in the Gaslamp area was a solid stay overall. The location was excellent, and the hotel itself felt much nicer and more modern than some of the nearby properties. The rooftop was a highlight, and the staff was friendly, helpful, and pleasant throughout the stay.
The hotel was also very busy, but still felt well managed. The room was clean overall, which I definitely appreciated, though it did not feel quite as fresh as I personally prefer. Still, it was clean and comfortable enough for our stay.
My main drawback was the television setup. I did not like the limited channel options, and I really wish the TVs offered streaming access, which would have made the room experience much better.
Overall, a nice hotel with a great location, modern feel, helpful staff, and a good rooftop.
Reviewed on Apr 30, 2026
4.0-star property
Marriott Marquis San Diego Marina
9.2/10 Wonderful! (2,119 reviews)
Jun 28 - Jun 30
2 night stay
Chicago (CHI) to San Diego (SAN)
American Airlines • Non-stop roundtrip • FirstClass
Price was $1,353, price is now $1,298 per person
$1,298
per person
found 1 day ago
Clean room, friendly staff, especially at check-in and restaurants.
Reviewed on Nov 25, 2025
4.0-star property
Andaz San Diego, by Hyatt
8.6/10 Excellent! (1,001 reviews)
Jun 28 - Jun 30
2 night stay
Chicago (CHI) to San Diego (SAN)
American Airlines • Non-stop roundtrip • FirstClass
Price was $1,193, price is now $1,188 per person
$1,188
per person
found 1 day ago
The hotel is great. The area is not so great lots of homeless in the gas lamp quarter these days.
Reviewed on Mar 20, 2026
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
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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.