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expiredserra | Staff posted Sep 28, 2025 03:09 PM
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expiredserra | Staff posted Sep 28, 2025 03:09 PM

Roundtrip Airfares: Chicago, IL to/from San Diego, CA via Major Airlines

(Travel January - March 2026)

from $157

Expedia
6 Comments 7,173 Views
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Deal Details
Various Major Airlines offering Roundtrip Airfare Flight: Chicago, IL (ORD) to/from San Diego, CA (SAN) on sale for $157 - $177/traveler via United, American or Alaska Airlines. Travel availability between select dates from January to March 2026 listed below.

Thanks to Deal Hunter serra for sharing this deal.

Note, select travel departure dates/pricing may vary. There are very limited dates for the $157 airfare. Some flights may be slightly more/less depending on the available timeslot

Available Airlines:Dates:
  • Departs Chicago, IL, (ORD - O'Hare Intl.)
    • Jan 6-7, 10, 13-14, 17, 20-21, 24, 27-28 31
    • Feb 3-4, 7, 10-11, 14, 17-21, 24-25, 28
    • March 3-4
  • Departs San Diego, CA (SAN - San Diego Intl.)
    • Jan 6-7, 10, 13-14, 17, 20-21, 24, 27-28, 31
    • Feb 3-4, 7, 10-11, 14, 17-21, 24-25, 28
    • March 3-4

Editor's Notes

Written by powerfuldoppler | Staff
  • About this deal:
    • Basic economy cabin (nonstop flight): On Alaska and American you may have a personal item and a carry-on bag. On United, you may only have a personal item. There is no seat selection and no change.
    • Non-refundable flight and changes are not allowed; additional cost for 1st checked bag
    • Prices may change based on availability and are not final until you complete your purchase
    • Please see original post for additional details & give the WIKI and additional forum comments a read for helpful discussion.

Original Post

Written by serra | Staff
Community Notes
About the Poster
Deal Details
Community Notes
About the Poster
Various Major Airlines offering Roundtrip Airfare Flight: Chicago, IL (ORD) to/from San Diego, CA (SAN) on sale for $157 - $177/traveler via United, American or Alaska Airlines. Travel availability between select dates from January to March 2026 listed below.

Thanks to Deal Hunter serra for sharing this deal.

Note, select travel departure dates/pricing may vary. There are very limited dates for the $157 airfare. Some flights may be slightly more/less depending on the available timeslot

Available Airlines:Dates:
  • Departs Chicago, IL, (ORD - O'Hare Intl.)
    • Jan 6-7, 10, 13-14, 17, 20-21, 24, 27-28 31
    • Feb 3-4, 7, 10-11, 14, 17-21, 24-25, 28
    • March 3-4
  • Departs San Diego, CA (SAN - San Diego Intl.)
    • Jan 6-7, 10, 13-14, 17, 20-21, 24, 27-28, 31
    • Feb 3-4, 7, 10-11, 14, 17-21, 24-25, 28
    • March 3-4

Editor's Notes

Written by powerfuldoppler | Staff
  • About this deal:
    • Basic economy cabin (nonstop flight): On Alaska and American you may have a personal item and a carry-on bag. On United, you may only have a personal item. There is no seat selection and no change.
    • Non-refundable flight and changes are not allowed; additional cost for 1st checked bag
    • Prices may change based on availability and are not final until you complete your purchase
    • Please see original post for additional details & give the WIKI and additional forum comments a read for helpful discussion.

Original Post

Written by serra | Staff

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5 Comments

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Original Poster
Pro
Deal Hunter
Sep 29, 2025 05:09 AM
90,668 Posts
Joined Jul 2004
serraSep 29, 2025 05:09 AM
Original Poster
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Deal Hunter
90,668 Posts
Works both ways
Sep 29, 2025 05:59 AM
739 Posts
Joined Oct 2007
Hitman619Sep 29, 2025 05:59 AM
739 Posts
For the March 3rd date do i have to return on the 4th to get then 177 price? i want to actually stay 4,5 days
Sep 30, 2025 07:36 PM
1,143 Posts
Joined Nov 2020
samfromnySep 30, 2025 07:36 PM
1,143 Posts
Quote from Hitman619 :
For the March 3rd date do i have to return on the 4th to get then 177 price? i want to actually stay 4,5 days
Looks that way if you're starting your trip on 03/03. You can't start it on 02/28?
Pro
Oct 01, 2025 12:57 AM
222 Posts
Joined Mar 2012
asianmovielover
Pro
Oct 01, 2025 12:57 AM
222 Posts
Super good deal for Ice man or National Guards.
1
Oct 02, 2025 03:43 AM
1 Posts
Joined Oct 2024
LetsTripOct 02, 2025 03:43 AM
1 Posts
Track hotel prices at https://LetsTrip.ai to save even more!

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