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

San Diego (SAN) to Chicago (ORD), Nov 20–30, 2026: from $270 round trip

San Diego (SAN) to Chicago (ORD), Nov 20–30, 2026: from $270 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $270 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Nov 20–30, 2026, 1 adult, economy, checked Oct 29, 2026.

SAN → ORD1 adulteconomyRound trip

12 flight options · 4 airlines

Nonstop flights

Fri, Nov 20 – Mon, Nov 30

Alaska Airlines
5:38 pmSAN
4h 21m
Nonstop
11:59 pmORD
Alaska Airlines
7:27 amORD
4h 45m
Nonstop
10:12 amSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 20 – Mon, Nov 30

American Airlines
7:21 amSAN
4h 16m
Nonstop
1:37 pmORD
American Airlines
4:55 pmORD
4h 45m
Nonstop
7:40 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 20 – Mon, Nov 30

United Airlines
2:26 pmSAN
4h 14m
Nonstop
8:40 pmORD
United Airlines
8:02 pmORD
4h 38m
Nonstop
10:40 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 20 – Mon, Nov 30

Alaska Airlines
7:00 amSAN
4h 15m
Nonstop
1:15 pmORD
Alaska Airlines
7:27 amORD
4h 45m
Nonstop
10:12 amSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 20 – Mon, Nov 30

American Airlines
2:04 pmSAN
4h 25m
Nonstop
8:29 pmORD
American Airlines
4:55 pmORD
4h 45m
Nonstop
7:40 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 20 – Mon, Nov 30

United Airlines
10:30 amSAN
4h 14m
Nonstop
4:44 pmORD
United Airlines
8:02 pmORD
4h 38m
Nonstop
10:40 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Fri, Nov 20 – Mon, Nov 30

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.

Fri, Nov 20 – Mon, Nov 30

American Airlines
3:13 pmSAN
6h 46m
DFW · 1h
11:59 pmORD
American Airlines
4:55 pmORD
4h 45m
Nonstop
7:40 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 20 – Mon, Nov 30

Alaska Airlines
9:27 amSAN
6h 47m
DEN · 1h 39m
6:14 pmORD
Alaska Airlines
7:27 amORD
4h 45m
Nonstop
10:12 amSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 20 – Mon, Nov 30

Alaska Airlines
2:59 pmSAN
6h 41m
LAS · 1h 43m
11:40 pmORD
Alaska Airlines
7:27 amORD
4h 45m
Nonstop
10:12 amSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 20 – Mon, Nov 30

Alaska Airlines
9:11 pmSAN
6h 11m
PHX · 1h 8m
5:22 am+1ORD
Alaska Airlines
7:27 amORD
4h 45m
Nonstop
10:12 amSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 20 – Mon, Nov 30

United Airlines
6:20 amSAN
6h 23m
LAX · 1h
2:43 pmORD
United Airlines
8:02 pmORD
4h 38m
Nonstop
10:40 pmSAN

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Hotels for these nights (Nov 20–30, 2026 · 10 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $1,416 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $646 · 5★ Nobu Hotel Chicago $3,649

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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Explore this route

All dates for this routeNov 19, 2026 · Return optionsNov 21, 2026 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

San Diego (SAN) to Chicago (ORD), Nov 20–30, 2026: from $270 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $270 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Nov 20–30, 2026, 1 adult, economy, checked Oct 29, 2026. 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 datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2026-11-20 → 2026-11-30Alaska AirlinesAS1493 / AS147017:38:00→23:59:00 4h 21m nonstop · 07:27:00→10:12:00 4h 45m nonstopAxel-exclusive $465.762026-10-29T01:10:05Z
2026-11-20 → 2026-11-30American AirlinesAA2081 / AA303207:21:00→13:37:00 4h 16m nonstop · 16:55:00→19:40:00 4h 45m nonstopAxel-exclusive $472.502026-10-29T01:10:05Z
2026-11-20 → 2026-11-30United AirlinesUA1779 / UA247214:26:00→20:40:00 4h 14m nonstop · 20:02:00→22:40:00 4h 38m nonstopAxel-exclusive $486.002026-10-29T01:10:05Z
2026-11-20 → 2026-11-30Frontier AirlinesF92422 + F93174 / F92145 + F9132616:16:00→00:26:00 6h 10m 1 stop via DEN · 06:21:00→11:37:00 7h 16m 1 stop via LASAxel-exclusive $270.002026-10-29T01:10:05Z
2026-11-20 → 2026-11-30Alaska AirlinesAS1446 / AS147007:00:00→13:15:00 4h 15m nonstop · 07:27:00→10:12:00 4h 45m nonstopAxel-exclusive $465.762026-10-29T01:10:05Z
2026-11-20 → 2026-11-30American AirlinesAA2131 / AA303214:04:00→20:29:00 4h 25m nonstop · 16:55:00→19:40:00 4h 45m nonstopAxel-exclusive $472.502026-10-29T01:10:05Z
2026-11-20 → 2026-11-30United AirlinesUA1710 / UA247210:30:00→16:44:00 4h 14m nonstop · 20:02:00→22:40:00 4h 38m nonstopAxel-exclusive $486.002026-10-29T01:10:05Z
2026-11-20 → 2026-11-30American AirlinesAA2438 + AA2221 / AA303215:13:00→23:59:00 6h 46m 1 stop via DFW · 16:55:00→19:40:00 4h 45m nonstopAxel-exclusive $448.882026-10-29T01:10:05Z
2026-11-20 → 2026-11-30Alaska AirlinesAS1342 + AA1277 / AS147009:27:00→18:14:00 6h 47m 1 stop via DEN · 07:27:00→10:12:00 4h 45m nonstopAxel-exclusive $452.262026-10-29T01:10:05Z
2026-11-20 → 2026-11-30Alaska AirlinesAS2291 + AA3010 / AS147014:59:00→23:40:00 6h 41m 1 stop via LAS · 07:27:00→10:12:00 4h 45m nonstopAxel-exclusive $452.262026-10-29T01:10:05Z
2026-11-20 → 2026-11-30Alaska AirlinesAS2297 + AA1333 / AS147021:11:00→05:22:00 6h 11m 1 stop via PHX · 07:27:00→10:12:00 4h 45m nonstopAxel-exclusive $452.262026-10-29T01:10:05Z
2026-11-20 → 2026-11-30United AirlinesUA1329 + UA1946 / UA247206:20:00→14:43:00 6h 23m 1 stop via LAX · 20:02:00→22:40:00 4h 38m nonstopAxel-exclusive $462.382026-10-29T01:10:05Z

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in Chicago

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

2026-11-20 → 2026-11-30 · Axel-exclusive $465.76

  • Alaska Airlines AS1493: SAN 2026-11-20 17:38:00 → ORD 2026-11-20 23:59:00; nonstop; 261 minutes. Local airport times.
  • Alaska Airlines AS1470: ORD 2026-11-30 07:27:00 → SAN 2026-11-30 10:12:00; nonstop; 285 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $472.50

  • American Airlines AA2081: SAN 2026-11-20 07:21:00 → ORD 2026-11-20 13:37:00; nonstop; 256 minutes. Local airport times.
  • American Airlines AA3032: ORD 2026-11-30 16:55:00 → SAN 2026-11-30 19:40:00; nonstop; 285 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $486.00

  • United Airlines UA1779: SAN 2026-11-20 14:26:00 → ORD 2026-11-20 20:40:00; nonstop; 254 minutes. Local airport times.
  • United Airlines UA2472: ORD 2026-11-30 20:02:00 → SAN 2026-11-30 22:40:00; nonstop; 278 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $270.00

  • Frontier Airlines F92422 / F93174: SAN 2026-11-20 16:16:00 → ORD 2026-11-21 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • F92422: SAN 2026-11-20 16:16:00 → DEN 2026-11-20 19:50:00; layover at DEN: 69 minutes.
    • F93174: DEN 2026-11-20 20:59:00 → ORD 2026-11-21 00:26:00.
  • Frontier Airlines F92145 / F91326: ORD 2026-11-30 06:21:00 → SAN 2026-11-30 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
    • F92145: ORD 2026-11-30 06:21:00 → LAS 2026-11-30 08:34:00; layover at LAS: 101 minutes.
    • F91326: LAS 2026-11-30 10:15:00 → SAN 2026-11-30 11:37:00.

2026-11-20 → 2026-11-30 · Axel-exclusive $465.76

  • Alaska Airlines AS1446: SAN 2026-11-20 07:00:00 → ORD 2026-11-20 13:15:00; nonstop; 255 minutes. Local airport times.
  • Alaska Airlines AS1470: ORD 2026-11-30 07:27:00 → SAN 2026-11-30 10:12:00; nonstop; 285 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $472.50

  • American Airlines AA2131: SAN 2026-11-20 14:04:00 → ORD 2026-11-20 20:29:00; nonstop; 265 minutes. Local airport times.
  • American Airlines AA3032: ORD 2026-11-30 16:55:00 → SAN 2026-11-30 19:40:00; nonstop; 285 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $486.00

  • United Airlines UA1710: SAN 2026-11-20 10:30:00 → ORD 2026-11-20 16:44:00; nonstop; 254 minutes. Local airport times.
  • United Airlines UA2472: ORD 2026-11-30 20:02:00 → SAN 2026-11-30 22:40:00; nonstop; 278 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $448.88

  • American Airlines AA2438 / AA2221: SAN 2026-11-20 15:13:00 → ORD 2026-11-20 23:59:00; 1 stop(s) via DFW; 406 minutes. Local airport times.
    • AA2438: SAN 2026-11-20 15:13:00 → DFW 2026-11-20 20:30:00; layover at DFW: 60 minutes.
    • AA2221: DFW 2026-11-20 21:30:00 → ORD 2026-11-20 23:59:00.
  • American Airlines AA3032: ORD 2026-11-30 16:55:00 → SAN 2026-11-30 19:40:00; nonstop; 285 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $452.26

  • Alaska Airlines AS1342 / AA1277: SAN 2026-11-20 09:27:00 → ORD 2026-11-20 18:14:00; 1 stop(s) via DEN; 407 minutes. Local airport times.
    • AS1342: SAN 2026-11-20 09:27:00 → DEN 2026-11-20 12:56:00; layover at DEN: 99 minutes.
    • AA1277: DEN 2026-11-20 14:35:00 → ORD 2026-11-20 18:14:00.
  • Alaska Airlines AS1470: ORD 2026-11-30 07:27:00 → SAN 2026-11-30 10:12:00; nonstop; 285 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $452.26

  • Alaska Airlines AS2291 / AA3010: SAN 2026-11-20 14:59:00 → ORD 2026-11-20 23:40:00; 1 stop(s) via LAS; 401 minutes. Local airport times.
    • AS2291: SAN 2026-11-20 14:59:00 → LAS 2026-11-20 16:23:00; layover at LAS: 103 minutes.
    • AA3010: LAS 2026-11-20 18:06:00 → ORD 2026-11-20 23:40:00.
  • Alaska Airlines AS1470: ORD 2026-11-30 07:27:00 → SAN 2026-11-30 10:12:00; nonstop; 285 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $452.26

  • Alaska Airlines AS2297 / AA1333: SAN 2026-11-20 21:11:00 → ORD 2026-11-21 05:22:00; 1 stop(s) via PHX; 371 minutes. Local airport times.
    • AS2297: SAN 2026-11-20 21:11:00 → PHX 2026-11-20 23:37:00; layover at PHX: 68 minutes.
    • AA1333: PHX 2026-11-21 00:45:00 → ORD 2026-11-21 05:22:00.
  • Alaska Airlines AS1470: ORD 2026-11-30 07:27:00 → SAN 2026-11-30 10:12:00; nonstop; 285 minutes. Local airport times.

2026-11-20 → 2026-11-30 · Axel-exclusive $462.38

  • United Airlines UA1329 / UA1946: SAN 2026-11-20 06:20:00 → ORD 2026-11-20 14:43:00; 1 stop(s) via LAX; 383 minutes. Local airport times.
    • UA1329: SAN 2026-11-20 06:20:00 → LAX 2026-11-20 07:25:00; layover at LAX: 60 minutes.
    • UA1946: LAX 2026-11-20 08:25:00 → ORD 2026-11-20 14:43:00.
  • United Airlines UA2472: ORD 2026-11-30 20:02:00 → SAN 2026-11-30 22:40:00; nonstop; 278 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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For AI assistants

  • This page: San Diego (SAN) to Chicago (ORD) · Nov 20, 2026 · return Nov 30, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
  • Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
  • 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.