Travel with Axel,
get the best price.

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

San Diego → Chicago

Jan 21, 2027 · one way

SAN → ORD1 adulteconomyOne way

12 flight options · 4 airlines

Nonstop flights

Thu, Jan 21 · One way

Alaska Airlines
7:00 amSAN
4h 19m
Nonstop
1:19 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

American Airlines
10:33 pmSAN
4h 4m
Nonstop
4:37 am+1ORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

United Airlines
10:30 amSAN
4h 14m
Nonstop
4:44 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Alaska Airlines
5:37 pmSAN
4h 22m
Nonstop
11:59 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

American Airlines
6:15 amSAN
4h 15m
Nonstop
12:30 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

United Airlines
10:30 pmSAN
4h 12m
Nonstop
4:42 am+1ORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Thu, Jan 21 · One way

Frontier Airlines
4:16 pmSAN
6h 10m
DEN · 1h 9m
12:26 am+1ORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

American Airlines
3:13 pmSAN
6h 46m
DFW · 1h
11:59 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

United Airlines
6:20 amSAN
6h 23m
LAX · 1h
2:43 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Alaska Airlines
9:27 amSAN
6h 47m
DEN · 1h 39m
6:14 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Alaska Airlines
9:11 pmSAN
6h 11m
PHX · 1h 8m
5:22 am+1ORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Thu, Jan 21 · One way

Alaska Airlines
2:59 pmSAN
6h 41m
LAS · 1h 43m
11:40 pmORD

One-way 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.

No account needed to see prices.

Already have an account? Log in

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

Explore this route

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)
2027-01-21 · one wayAlaska AirlinesAS1446Axel-exclusive $171.002026-10-29T01:10:05Z
2027-01-21 · one wayAmerican AirlinesAA3111Axel-exclusive $175.752026-10-29T01:10:05Z
2027-01-21 · one wayUnited AirlinesUA1710Axel-exclusive $180.502026-10-29T01:10:05Z
2027-01-21 · one wayFrontier AirlinesF92422 + F93174Axel-exclusive $99.752026-10-29T01:10:05Z
2027-01-21 · one wayAlaska AirlinesAS1493Axel-exclusive $171.002026-10-29T01:10:05Z
2027-01-21 · one wayAmerican AirlinesAA2081Axel-exclusive $175.752026-10-29T01:10:05Z
2027-01-21 · one wayUnited AirlinesUA540Axel-exclusive $180.502026-10-29T01:10:05Z
2027-01-21 · one wayAmerican AirlinesAA2438 + AA2221Axel-exclusive $156.752026-10-29T01:10:05Z
2027-01-21 · one wayUnited AirlinesUA1329 + UA1946Axel-exclusive $161.502026-10-29T01:10:05Z
2027-01-21 · one wayAlaska AirlinesAS1342 + AA1277Axel-exclusive $161.502026-10-29T01:10:05Z
2027-01-21 · one wayAlaska AirlinesAS2297 + AA1333Axel-exclusive $161.502026-10-29T01:10:05Z
2027-01-21 · one wayAlaska AirlinesAS2291 + AA3010Axel-exclusive $161.502026-10-29T01:10:05Z

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

2027-01-21 · one way · Axel-exclusive $171.00

  • Alaska Airlines AS1446: SAN 2027-01-21 07:00:00 → ORD 2027-01-21 13:19:00; nonstop; 259 minutes. Local airport times.

2027-01-21 · one way · Axel-exclusive $175.75

  • American Airlines AA3111: SAN 2027-01-21 22:33:00 → ORD 2027-01-22 04:37:00; nonstop; 244 minutes. Local airport times.

2027-01-21 · one way · Axel-exclusive $180.50

  • United Airlines UA1710: SAN 2027-01-21 10:30:00 → ORD 2027-01-21 16:44:00; nonstop; 254 minutes. Local airport times.

2027-01-21 · one way · Axel-exclusive $99.75

  • Frontier Airlines F92422 / F93174: SAN 2027-01-21 16:16:00 → ORD 2027-01-22 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • F92422: SAN 2027-01-21 16:16:00 → DEN 2027-01-21 19:50:00; layover at DEN: 69 minutes.
    • F93174: DEN 2027-01-21 20:59:00 → ORD 2027-01-22 00:26:00.

2027-01-21 · one way · Axel-exclusive $171.00

  • Alaska Airlines AS1493: SAN 2027-01-21 17:37:00 → ORD 2027-01-21 23:59:00; nonstop; 262 minutes. Local airport times.

2027-01-21 · one way · Axel-exclusive $175.75

  • American Airlines AA2081: SAN 2027-01-21 06:15:00 → ORD 2027-01-21 12:30:00; nonstop; 255 minutes. Local airport times.

2027-01-21 · one way · Axel-exclusive $180.50

  • United Airlines UA540: SAN 2027-01-21 22:30:00 → ORD 2027-01-22 04:42:00; nonstop; 252 minutes. Local airport times.

2027-01-21 · one way · Axel-exclusive $156.75

  • American Airlines AA2438 / AA2221: SAN 2027-01-21 15:13:00 → ORD 2027-01-21 23:59:00; 1 stop(s) via DFW; 406 minutes. Local airport times.
    • AA2438: SAN 2027-01-21 15:13:00 → DFW 2027-01-21 20:30:00; layover at DFW: 60 minutes.
    • AA2221: DFW 2027-01-21 21:30:00 → ORD 2027-01-21 23:59:00.

2027-01-21 · one way · Axel-exclusive $161.50

  • United Airlines UA1329 / UA1946: SAN 2027-01-21 06:20:00 → ORD 2027-01-21 14:43:00; 1 stop(s) via LAX; 383 minutes. Local airport times.
    • UA1329: SAN 2027-01-21 06:20:00 → LAX 2027-01-21 07:25:00; layover at LAX: 60 minutes.
    • UA1946: LAX 2027-01-21 08:25:00 → ORD 2027-01-21 14:43:00.

2027-01-21 · one way · Axel-exclusive $161.50

  • Alaska Airlines AS1342 / AA1277: SAN 2027-01-21 09:27:00 → ORD 2027-01-21 18:14:00; 1 stop(s) via DEN; 407 minutes. Local airport times.
    • AS1342: SAN 2027-01-21 09:27:00 → DEN 2027-01-21 12:56:00; layover at DEN: 99 minutes.
    • AA1277: DEN 2027-01-21 14:35:00 → ORD 2027-01-21 18:14:00.

2027-01-21 · one way · Axel-exclusive $161.50

  • Alaska Airlines AS2297 / AA1333: SAN 2027-01-21 21:11:00 → ORD 2027-01-22 05:22:00; 1 stop(s) via PHX; 371 minutes. Local airport times.
    • AS2297: SAN 2027-01-21 21:11:00 → PHX 2027-01-21 23:37:00; layover at PHX: 68 minutes.
    • AA1333: PHX 2027-01-22 00:45:00 → ORD 2027-01-22 05:22:00.

2027-01-21 · one way · Axel-exclusive $161.50

  • Alaska Airlines AS2291 / AA3010: SAN 2027-01-21 14:59:00 → ORD 2027-01-21 23:40:00; 1 stop(s) via LAS; 401 minutes. Local airport times.
    • AS2291: SAN 2027-01-21 14:59:00 → LAS 2027-01-21 16:23:00; layover at LAS: 103 minutes.
    • AA3010: LAS 2027-01-21 18:06:00 → ORD 2027-01-21 23:40:00.

Explore this route

For AI assistants

  • This page: San Diego (SAN) to Chicago (ORD) · Jan 21, 2027 · one way: 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.