Flights from San Diego (SAN) to Chicago (ORD) on Alaska Airlines

Lowest fares from San Diego to Chicago

Oct 2026
From$125*
Seen: 1 day ago
Flight Type One Way|Saver
Nov 2026
From$106*
Seen: 1 day ago
Flight Type One Way|Saver
Dec 2026
From$149*
Seen: 7 hours ago
Flight Type One Way|Saver
cmp-daily-histogram-bars-legend-min-price-aria-label $106
cmp-daily-histogram-bars-legend-max-price-aria-label $307
Displaying fares for October-2026
  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    10

    Sa

    OCT

  • SAN–ORD, Oct 11, 2026: From $307
    11

    Su

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    12

    Mo

  • SAN–ORD, Oct 13, 2026: From $284
    13

    Tu

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    14

    We

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    15

    Th

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    16

    Fr

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    17

    Sa

  • SAN–ORD, Oct 18, 2026: From $307
    18

    Su

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    19

    Mo

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    20

    Tu

  • SAN–ORD, Oct 21, 2026: From $284
    21

    We

  • SAN–ORD, Oct 22, 2026: From $244
    22

    Th

  • SAN–ORD, Oct 23, 2026: From $244
    23

    Fr

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    24

    Sa

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    25

    Su

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    26

    Mo

  • SAN–ORD, Oct 27, 2026: From $244
    27

    Tu

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    28

    We

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    29

    Th

  • SAN–ORD, Oct 30, 2026: From $125
    30

    Fr

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    31

    Sa

  • SAN–ORD, Nov 1, 2026: From $209
    01

    Su

    NOV

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    02

    Mo

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    03

    Tu

  • SAN–ORD, Nov 4, 2026: From $106
    04

    We

  • SAN–ORD, Nov 5, 2026: From $106
    05

    Th

  • SAN–ORD, Nov 6, 2026: From $106
    06

    Fr

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    07

    Sa

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    08

    Su

  • SAN–ORD: cmp-view-offers-disclaimer. Find Offers
    09

    Mo

    • Range$106-$307

    *Displayed prices have been available within the past 24 hours and may not be available at the time of booking. Fares listed may be Saver fares, which is our most restrictive fare option and subject to additional restrictions. For roundtrip journeys, the price displayed—available within the past 24 hours—is the aggregate of the lowest available fare each way. Additional baggage charges and fees for optional products and services may apply. Other terms and conditions may apply.

    One-way low-fare flights San Diego to Chicago.*

    $
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    One-way low-fare flights San Diego to Chicago.*
    From
    To
    Fare Type
    Dates
    Price
    San Diego (SAN)Chicago (ORD)One-way
    |
    Saver    		Depart: Nov 5, 2026

    From

    $106

    Seen: 1 day ago

    San Diego (SAN)Chicago (ORD)One-way
    |
    Saver    		Depart: Nov 4, 2026

    From

    $106

    Seen: 1 day ago

    San Diego (SAN)Chicago (ORD)One-way
    |
    Saver    		Depart: Nov 14, 2026

    From

    $106

    Seen: 1 day ago

    San Diego (SAN)Chicago (ORD)One-way
    |
    Saver    		Depart: Nov 6, 2026

    From

    $106

    Seen: 1 day ago

    San Diego (SAN)Chicago (ORD)One-way
    |
    Saver    		Depart: Jan 12, 2027

    From

    $106

    Seen: 1 day ago

    San Diego (SAN)Chicago (ORD)One-way
    |
    Saver    		Depart: Oct 30, 2026

    From

    $125

    Seen: 1 day ago

    San Diego (SAN)Chicago (ORD)One-way
    |
    Saver    		Depart: Nov 23, 2026

    From

    $125

    Seen: 1 day ago

    San Diego (SAN)Chicago (ORD)One-way
    |
    Saver    		Depart: Dec 5, 2026

    From

    $149

    Seen: 7 hours ago

    *Displayed prices have been available within the past 24 hours and may not be available at the time of booking. Fares listed may be Saver fares, which is our most restrictive fare option and subject to additional restrictions. For roundtrip journeys, the price displayed—available within the past 24 hours—is the aggregate of the lowest available fare each way. Additional baggage charges and fees for optional products and services may apply. Other terms and conditions may apply.

    Frequently Asked Questions on flights from San Diego (SAN) to Chicago (ORD)

    When is the best time to book a flight from San Diego to Chicago?

    Want to find the lowest fares by day and time flying from San Diego to Chicago on Alaska Airlines or Hawaiian Airlines? Check out our flight search widget.

    Can I earn points on my flight to Chicago?

    Yes, with Atmosâ„¢ Rewards you can earn points on flights to 1000+ destinations worldwide through the growing network of Alaska and Hawaiian Airlines. Not an Atmosâ„¢ Rewards member yet? Learn more and join today.

    Can I rent a car when I arrive at O'Hare International Airport?

    Yes, you can rent a car at O'Hare International Airport. Check availability and book now

    Where can I find the status of my flight to Chicago?

    You can check the status of your upcoming Alaska Airlines flight on our flight schedule page.

    Where can I find answers to questions about flying with Alaska Airlines?

    Visit the Alaska Airlines Help Center to quickly browse our help pages by category to find the information you need.

    Can I change or cancel my Alaska Airlines flight to Chicago?

    Yes, you can review, modify, or cancel a reservation from our Manage Your Reservation tool. You can learn more about our policy for changing or cancelling a reservation here. 

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