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San Diego → Chicago

Dec 21, 2026 · return Dec 25, 2026

SAN → ORD1 adulteconomyRound trip

12 flight options · 4 airlines

Nonstop flights

Mon, Dec 21 – Fri, Dec 25

Alaska Airlines
7:00 amSAN
4h 15m
Nonstop
1:15 pmORD
Alaska Airlines
7:58 pmORD
4h 51m
Nonstop
10:49 pmSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

American Airlines
11:34 amSAN
4h 13m
Nonstop
5:47 pmORD
American Airlines
9:21 pmORD
4h 38m
Nonstop
11:59 pmSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

United Airlines
10:30 pmSAN
4h 12m
Nonstop
4:42 am+1ORD
United Airlines
7:00 amORD
4h 35m
Nonstop
9:35 amSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

Alaska Airlines
12:42 pmSAN
4h 18m
Nonstop
7:00 pmORD
Alaska Airlines
7:58 pmORD
4h 51m
Nonstop
10:49 pmSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

American Airlines
10:33 pmSAN
4h 4m
Nonstop
4:37 am+1ORD
American Airlines
9:21 pmORD
4h 38m
Nonstop
11:59 pmSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

United Airlines
2:26 pmSAN
4h 14m
Nonstop
8:40 pmORD
United Airlines
7:00 amORD
4h 35m
Nonstop
9:35 amSAN

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Fri, Dec 25

Frontier Airlines
4:16 pmSAN
6h 10m
DEN · 1h 9m
12:26 am+1ORD
Frontier Airlines
6:21 amORD
7h 16m
LAS · 1h 41m
11:37 amSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

American Airlines
3:13 pmSAN
6h 46m
DFW · 1h
11:59 pmORD
American Airlines
9:21 pmORD
4h 38m
Nonstop
11:59 pmSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

Alaska Airlines
9:27 amSAN
6h 47m
DEN · 1h 39m
6:14 pmORD
Alaska Airlines
7:58 pmORD
4h 51m
Nonstop
10:49 pmSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

Alaska Airlines
9:11 pmSAN
6h 11m
PHX · 1h 8m
5:22 am+1ORD
Alaska Airlines
7:58 pmORD
4h 51m
Nonstop
10:49 pmSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

Alaska Airlines
2:59 pmSAN
6h 41m
LAS · 1h 43m
11:40 pmORD
Alaska Airlines
7:58 pmORD
4h 51m
Nonstop
10:49 pmSAN

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

United Airlines
6:20 amSAN
6h 23m
LAX · 1h
2:43 pmORD
United Airlines
7:00 amORD
4h 35m
Nonstop
9:35 amSAN

Round-trip total · 1 adult · Taxes included

Make this trip yours

SAN ⇄ ORD

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Alaska Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-21 → 2026-12-25Alaska AirlinesAS1446 / AS1479$483.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25American AirlinesAA621 / AA3064$490.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25United AirlinesUA540 / UA2428$504.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25Frontier AirlinesF92422 + F93174 / F92145 + F91326$280.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25Alaska AirlinesAS1478 / AS1479$483.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25American AirlinesAA3111 / AA3064$490.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25United AirlinesUA1779 / UA2428$504.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25American AirlinesAA2438 + AA2221 / AA3064$465.502026-10-29T01:10:05Z
2026-12-21 → 2026-12-25Alaska AirlinesAS1342 + AA1277 / AS1479$469.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25Alaska AirlinesAS2297 + AA1333 / AS1479$469.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25Alaska AirlinesAS2291 + AA3010 / AS1479$469.002026-10-29T01:10:05Z
2026-12-21 → 2026-12-25United AirlinesUA1329 + UA1946 / UA2428$479.502026-10-29T01:10:05Z

2026-12-21 → 2026-12-25 · $483.00

  • Alaska Airlines AS1446: SAN 2026-12-21 07:00:00 → ORD 2026-12-21 13:15:00; nonstop; 255 minutes. Local airport times.
  • Alaska Airlines AS1479: ORD 2026-12-25 19:58:00 → SAN 2026-12-25 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $490.00

  • American Airlines AA621: SAN 2026-12-21 11:34:00 → ORD 2026-12-21 17:47:00; nonstop; 253 minutes. Local airport times.
  • American Airlines AA3064: ORD 2026-12-25 21:21:00 → SAN 2026-12-25 23:59:00; nonstop; 278 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $504.00

  • United Airlines UA540: SAN 2026-12-21 22:30:00 → ORD 2026-12-22 04:42:00; nonstop; 252 minutes. Local airport times.
  • United Airlines UA2428: ORD 2026-12-25 07:00:00 → SAN 2026-12-25 09:35:00; nonstop; 275 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $280.00

  • Frontier Airlines F92422 / F93174: SAN 2026-12-21 16:16:00 → ORD 2026-12-22 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • F92422: SAN 2026-12-21 16:16:00 → DEN 2026-12-21 19:50:00; layover at DEN: 69 minutes.
    • F93174: DEN 2026-12-21 20:59:00 → ORD 2026-12-22 00:26:00.
  • Frontier Airlines F92145 / F91326: ORD 2026-12-25 06:21:00 → SAN 2026-12-25 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
    • F92145: ORD 2026-12-25 06:21:00 → LAS 2026-12-25 08:34:00; layover at LAS: 101 minutes.
    • F91326: LAS 2026-12-25 10:15:00 → SAN 2026-12-25 11:37:00.

2026-12-21 → 2026-12-25 · $483.00

  • Alaska Airlines AS1478: SAN 2026-12-21 12:42:00 → ORD 2026-12-21 19:00:00; nonstop; 258 minutes. Local airport times.
  • Alaska Airlines AS1479: ORD 2026-12-25 19:58:00 → SAN 2026-12-25 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $490.00

  • American Airlines AA3111: SAN 2026-12-21 22:33:00 → ORD 2026-12-22 04:37:00; nonstop; 244 minutes. Local airport times.
  • American Airlines AA3064: ORD 2026-12-25 21:21:00 → SAN 2026-12-25 23:59:00; nonstop; 278 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $504.00

  • United Airlines UA1779: SAN 2026-12-21 14:26:00 → ORD 2026-12-21 20:40:00; nonstop; 254 minutes. Local airport times.
  • United Airlines UA2428: ORD 2026-12-25 07:00:00 → SAN 2026-12-25 09:35:00; nonstop; 275 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $465.50

  • American Airlines AA2438 / AA2221: SAN 2026-12-21 15:13:00 → ORD 2026-12-21 23:59:00; 1 stop(s) via DFW; 406 minutes. Local airport times.
    • AA2438: SAN 2026-12-21 15:13:00 → DFW 2026-12-21 20:30:00; layover at DFW: 60 minutes.
    • AA2221: DFW 2026-12-21 21:30:00 → ORD 2026-12-21 23:59:00.
  • American Airlines AA3064: ORD 2026-12-25 21:21:00 → SAN 2026-12-25 23:59:00; nonstop; 278 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $469.00

  • Alaska Airlines AS1342 / AA1277: SAN 2026-12-21 09:27:00 → ORD 2026-12-21 18:14:00; 1 stop(s) via DEN; 407 minutes. Local airport times.
    • AS1342: SAN 2026-12-21 09:27:00 → DEN 2026-12-21 12:56:00; layover at DEN: 99 minutes.
    • AA1277: DEN 2026-12-21 14:35:00 → ORD 2026-12-21 18:14:00.
  • Alaska Airlines AS1479: ORD 2026-12-25 19:58:00 → SAN 2026-12-25 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $469.00

  • Alaska Airlines AS2297 / AA1333: SAN 2026-12-21 21:11:00 → ORD 2026-12-22 05:22:00; 1 stop(s) via PHX; 371 minutes. Local airport times.
    • AS2297: SAN 2026-12-21 21:11:00 → PHX 2026-12-21 23:37:00; layover at PHX: 68 minutes.
    • AA1333: PHX 2026-12-22 00:45:00 → ORD 2026-12-22 05:22:00.
  • Alaska Airlines AS1479: ORD 2026-12-25 19:58:00 → SAN 2026-12-25 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $469.00

  • Alaska Airlines AS2291 / AA3010: SAN 2026-12-21 14:59:00 → ORD 2026-12-21 23:40:00; 1 stop(s) via LAS; 401 minutes. Local airport times.
    • AS2291: SAN 2026-12-21 14:59:00 → LAS 2026-12-21 16:23:00; layover at LAS: 103 minutes.
    • AA3010: LAS 2026-12-21 18:06:00 → ORD 2026-12-21 23:40:00.
  • Alaska Airlines AS1479: ORD 2026-12-25 19:58:00 → SAN 2026-12-25 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $479.50

  • United Airlines UA1329 / UA1946: SAN 2026-12-21 06:20:00 → ORD 2026-12-21 14:43:00; 1 stop(s) via LAX; 383 minutes. Local airport times.
    • UA1329: SAN 2026-12-21 06:20:00 → LAX 2026-12-21 07:25:00; layover at LAX: 60 minutes.
    • UA1946: LAX 2026-12-21 08:25:00 → ORD 2026-12-21 14:43:00.
  • United Airlines UA2428: ORD 2026-12-25 07:00:00 → SAN 2026-12-25 09:35:00; nonstop; 275 minutes. Local airport times.

More dates for this route