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Route overview: San Diego to Chicago (ORD) flight deals

San Diego → Chicago

Dec 22, 2026 · return Dec 29, 2026

SAN → ORD1 adulteconomyRound trip

12 flight options · 4 airlines

Nonstop flights

Tue, Dec 22 – Tue, Dec 29

Alaska Airlines
7:00 amSAN
4h 19m
Nonstop
1:19 pmORD
Alaska Airlines
2:13 pmORD
4h 47m
Nonstop
5:00 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

American Airlines
2:04 pmSAN
4h 25m
Nonstop
8:29 pmORD
American Airlines
6:45 amORD
4h 39m
Nonstop
9:24 amSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

United Airlines
10:30 pmSAN
4h 12m
Nonstop
4:42 am+1ORD
United Airlines
7:55 pmORD
4h 38m
Nonstop
10:33 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

Alaska Airlines
12:42 pmSAN
4h 18m
Nonstop
7:00 pmORD
Alaska Airlines
2:13 pmORD
4h 47m
Nonstop
5:00 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

American Airlines
10:33 pmSAN
4h 4m
Nonstop
4:37 am+1ORD
American Airlines
6:45 amORD
4h 39m
Nonstop
9:24 amSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

United Airlines
2:23 pmSAN
4h 14m
Nonstop
8:37 pmORD
United Airlines
7:55 pmORD
4h 38m
Nonstop
10:33 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Tue, Dec 22 – Tue, Dec 29

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

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

American Airlines
3:13 pmSAN
6h 46m
DFW · 1h
11:59 pmORD
American Airlines
6:45 amORD
4h 39m
Nonstop
9:24 amSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

Alaska Airlines
9:27 amSAN
6h 47m
DEN · 1h 39m
6:14 pmORD
Alaska Airlines
2:13 pmORD
4h 47m
Nonstop
5:00 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

Alaska Airlines
2:59 pmSAN
6h 41m
LAS · 1h 43m
11:40 pmORD
Alaska Airlines
2:13 pmORD
4h 47m
Nonstop
5:00 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

Alaska Airlines
9:11 pmSAN
6h 11m
PHX · 1h 8m
5:22 am+1ORD
Alaska Airlines
2:13 pmORD
4h 47m
Nonstop
5:00 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Tue, Dec 22 – Tue, Dec 29

United Airlines
6:20 amSAN
6h 23m
LAX · 1h
2:43 pmORD
United Airlines
7:55 pmORD
4h 38m
Nonstop
10:33 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

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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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

Explore this route

All dates for this routeDec 21, 2026 · Return optionsDec 23, 2026 · Return optionsHotels in Chicago with Axel
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.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-22 → 2026-12-29Alaska AirlinesAS1446 / AS1447Axel-exclusive $483.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29American AirlinesAA2131 / AA2343Axel-exclusive $490.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29United AirlinesUA540 / UA2472Axel-exclusive $504.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29Frontier AirlinesF92422 + F93174 / F92145 + F91326Axel-exclusive $280.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29Alaska AirlinesAS1478 / AS1447Axel-exclusive $483.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29American AirlinesAA3111 / AA2343Axel-exclusive $490.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29United AirlinesUA1779 / UA2472Axel-exclusive $504.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29American AirlinesAA2438 + AA2221 / AA2343Axel-exclusive $465.502026-10-29T01:10:05Z
2026-12-22 → 2026-12-29Alaska AirlinesAS1342 + AA1277 / AS1447Axel-exclusive $469.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29Alaska AirlinesAS2291 + AA3010 / AS1447Axel-exclusive $469.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29Alaska AirlinesAS2297 + AA1333 / AS1447Axel-exclusive $469.002026-10-29T01:10:05Z
2026-12-22 → 2026-12-29United AirlinesUA1329 + UA1946 / UA2472Axel-exclusive $479.502026-10-29T01:10:05Z

Route overview: San Diego to Chicago (ORD) flight deals

2026-12-22 → 2026-12-29 · Axel-exclusive $483.00

  • Alaska Airlines AS1446: SAN 2026-12-22 07:00:00 → ORD 2026-12-22 13:19:00; nonstop; 259 minutes. Local airport times.
  • Alaska Airlines AS1447: ORD 2026-12-29 14:13:00 → SAN 2026-12-29 17:00:00; nonstop; 287 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $490.00

  • American Airlines AA2131: SAN 2026-12-22 14:04:00 → ORD 2026-12-22 20:29:00; nonstop; 265 minutes. Local airport times.
  • American Airlines AA2343: ORD 2026-12-29 06:45:00 → SAN 2026-12-29 09:24:00; nonstop; 279 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $504.00

  • United Airlines UA540: SAN 2026-12-22 22:30:00 → ORD 2026-12-23 04:42:00; nonstop; 252 minutes. Local airport times.
  • United Airlines UA2472: ORD 2026-12-29 19:55:00 → SAN 2026-12-29 22:33:00; nonstop; 278 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $280.00

  • Frontier Airlines F92422 / F93174: SAN 2026-12-22 16:16:00 → ORD 2026-12-23 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • F92422: SAN 2026-12-22 16:16:00 → DEN 2026-12-22 19:50:00; layover at DEN: 69 minutes.
    • F93174: DEN 2026-12-22 20:59:00 → ORD 2026-12-23 00:26:00.
  • Frontier Airlines F92145 / F91326: ORD 2026-12-29 06:21:00 → SAN 2026-12-29 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
    • F92145: ORD 2026-12-29 06:21:00 → LAS 2026-12-29 08:34:00; layover at LAS: 101 minutes.
    • F91326: LAS 2026-12-29 10:15:00 → SAN 2026-12-29 11:37:00.

2026-12-22 → 2026-12-29 · Axel-exclusive $483.00

  • Alaska Airlines AS1478: SAN 2026-12-22 12:42:00 → ORD 2026-12-22 19:00:00; nonstop; 258 minutes. Local airport times.
  • Alaska Airlines AS1447: ORD 2026-12-29 14:13:00 → SAN 2026-12-29 17:00:00; nonstop; 287 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $490.00

  • American Airlines AA3111: SAN 2026-12-22 22:33:00 → ORD 2026-12-23 04:37:00; nonstop; 244 minutes. Local airport times.
  • American Airlines AA2343: ORD 2026-12-29 06:45:00 → SAN 2026-12-29 09:24:00; nonstop; 279 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $504.00

  • United Airlines UA1779: SAN 2026-12-22 14:23:00 → ORD 2026-12-22 20:37:00; nonstop; 254 minutes. Local airport times.
  • United Airlines UA2472: ORD 2026-12-29 19:55:00 → SAN 2026-12-29 22:33:00; nonstop; 278 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $465.50

  • American Airlines AA2438 / AA2221: SAN 2026-12-22 15:13:00 → ORD 2026-12-22 23:59:00; 1 stop(s) via DFW; 406 minutes. Local airport times.
    • AA2438: SAN 2026-12-22 15:13:00 → DFW 2026-12-22 20:30:00; layover at DFW: 60 minutes.
    • AA2221: DFW 2026-12-22 21:30:00 → ORD 2026-12-22 23:59:00.
  • American Airlines AA2343: ORD 2026-12-29 06:45:00 → SAN 2026-12-29 09:24:00; nonstop; 279 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $469.00

  • Alaska Airlines AS1342 / AA1277: SAN 2026-12-22 09:27:00 → ORD 2026-12-22 18:14:00; 1 stop(s) via DEN; 407 minutes. Local airport times.
    • AS1342: SAN 2026-12-22 09:27:00 → DEN 2026-12-22 12:56:00; layover at DEN: 99 minutes.
    • AA1277: DEN 2026-12-22 14:35:00 → ORD 2026-12-22 18:14:00.
  • Alaska Airlines AS1447: ORD 2026-12-29 14:13:00 → SAN 2026-12-29 17:00:00; nonstop; 287 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $469.00

  • Alaska Airlines AS2291 / AA3010: SAN 2026-12-22 14:59:00 → ORD 2026-12-22 23:40:00; 1 stop(s) via LAS; 401 minutes. Local airport times.
    • AS2291: SAN 2026-12-22 14:59:00 → LAS 2026-12-22 16:23:00; layover at LAS: 103 minutes.
    • AA3010: LAS 2026-12-22 18:06:00 → ORD 2026-12-22 23:40:00.
  • Alaska Airlines AS1447: ORD 2026-12-29 14:13:00 → SAN 2026-12-29 17:00:00; nonstop; 287 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $469.00

  • Alaska Airlines AS2297 / AA1333: SAN 2026-12-22 21:11:00 → ORD 2026-12-23 05:22:00; 1 stop(s) via PHX; 371 minutes. Local airport times.
    • AS2297: SAN 2026-12-22 21:11:00 → PHX 2026-12-22 23:37:00; layover at PHX: 68 minutes.
    • AA1333: PHX 2026-12-23 00:45:00 → ORD 2026-12-23 05:22:00.
  • Alaska Airlines AS1447: ORD 2026-12-29 14:13:00 → SAN 2026-12-29 17:00:00; nonstop; 287 minutes. Local airport times.

2026-12-22 → 2026-12-29 · Axel-exclusive $479.50

  • United Airlines UA1329 / UA1946: SAN 2026-12-22 06:20:00 → ORD 2026-12-22 14:43:00; 1 stop(s) via LAX; 383 minutes. Local airport times.
    • UA1329: SAN 2026-12-22 06:20:00 → LAX 2026-12-22 07:25:00; layover at LAX: 60 minutes.
    • UA1946: LAX 2026-12-22 08:25:00 → ORD 2026-12-22 14:43:00.
  • United Airlines UA2472: ORD 2026-12-29 19:55:00 → SAN 2026-12-29 22:33:00; nonstop; 278 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: San Diego (SAN) to Chicago (ORD) · Dec 22, 2026 · return Dec 29, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel San Diego to Chicago (ORD) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.