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Route overview: San Francisco Bay Area to Chicago (ORD) flight deals

San Jose → Chicago

Jan 27, 2027 · return Feb 3, 2027

SJC → ORD1 adulteconomyRound trip

6 flight options · 4 airlines

One-stop flights

Wed, Jan 27 – Wed, Feb 3

Alaska Airlines
9:54 amSJC
7h 6m
SAN · 1h 23m
7:00 pmORD
United Airlines
8:40 amORD
6h 38m
DEN · 1h 9m
1:18 pmSJC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Wed, Jan 27 – Wed, Feb 3

United Airlines
8:45 amSJC
7h 53m
DEN · 2h 41m
6:38 pmORD
United Airlines
8:40 amORD
6h 38m
DEN · 1h 9m
1:18 pmSJC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Wed, Jan 27 – Wed, Feb 3

American Airlines
1:05 pmSJC
6h 53m
PHX · 1h 21m
9:58 pmORD
American Airlines
1:26 pmORD
7h 8m
PHX · 1h 14m
6:34 pmSJC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Wed, Jan 27 – Wed, Feb 3

Delta Air Lines
10:40 pmSJC
7h 54m
ATL · 1h 15m
8:34 am+1ORD
Delta Air Lines
2:25 pmORD
7h
LAX · 1h 6m
7:25 pmSJC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Wed, Jan 27 – Wed, Feb 3

Delta Air Lines
1:39 pmSJC
6h 48m
SLC · 1h 35m
10:27 pmORD
Delta Air Lines
2:25 pmORD
7h
LAX · 1h 6m
7:25 pmSJC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Wed, Jan 27 – Wed, Feb 3

United Airlines
11:00 pmSJC
4h 17m
Nonstop
5:17 am+1ORD
United Airlines
8:40 amORD
6h 38m
DEN · 1h 9m
1:18 pmSJC

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

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SJC ⇄ ORD

Economy

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

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All dates for this routeJan 26, 2027 · Return optionsJan 28, 2027 · 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)
2027-01-27 → 2027-02-03Alaska Airlines / United AirlinesAS653 + AS1478 / UA2495 + UA1256Axel-exclusive $363.382026-10-29T01:22:11Z
2027-01-27 → 2027-02-03United AirlinesUA2013 + UA1651 / UA2495 + UA1256Axel-exclusive $370.502026-10-29T01:22:11Z
2027-01-27 → 2027-02-03American AirlinesAA3257 + AA1528 / AA834 + AA3113Axel-exclusive $370.502026-10-29T01:22:11Z
2027-01-27 → 2027-02-03Delta Air LinesDL2904 + DL1178 / DL756 + DL3883Axel-exclusive $389.502026-10-29T01:22:11Z
2027-01-27 → 2027-02-03Delta Air LinesDL1254 + DL2413 / DL756 + DL3883Axel-exclusive $389.502026-10-29T01:22:11Z
2027-01-27 → 2027-02-03United AirlinesUA2382 / UA2495 + UA1256Axel-exclusive $396.632026-10-29T01:22:11Z

Route overview: San Francisco Bay Area to Chicago (ORD) flight deals

2027-01-27 → 2027-02-03 · Axel-exclusive $363.38

  • Alaska Airlines AS653 / AS1478: SJC 2027-01-27 09:54:00 → ORD 2027-01-27 19:00:00; 1 stop(s) via SAN; 426 minutes. Local airport times.
    • AS653: SJC 2027-01-27 09:54:00 → SAN 2027-01-27 11:19:00; layover at SAN: 83 minutes.
    • AS1478: SAN 2027-01-27 12:42:00 → ORD 2027-01-27 19:00:00.
  • United Airlines UA2495 / UA1256: ORD 2027-02-03 08:40:00 → SJC 2027-02-03 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
    • UA2495: ORD 2027-02-03 08:40:00 → DEN 2027-02-03 10:26:00; layover at DEN: 69 minutes.
    • UA1256: DEN 2027-02-03 11:35:00 → SJC 2027-02-03 13:18:00.

2027-01-27 → 2027-02-03 · Axel-exclusive $370.50

  • United Airlines UA2013 / UA1651: SJC 2027-01-27 08:45:00 → ORD 2027-01-27 18:38:00; 1 stop(s) via DEN; 473 minutes. Local airport times.
    • UA2013: SJC 2027-01-27 08:45:00 → DEN 2027-01-27 12:20:00; layover at DEN: 161 minutes.
    • UA1651: DEN 2027-01-27 15:01:00 → ORD 2027-01-27 18:38:00.
  • United Airlines UA2495 / UA1256: ORD 2027-02-03 08:40:00 → SJC 2027-02-03 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
    • UA2495: ORD 2027-02-03 08:40:00 → DEN 2027-02-03 10:26:00; layover at DEN: 69 minutes.
    • UA1256: DEN 2027-02-03 11:35:00 → SJC 2027-02-03 13:18:00.

2027-01-27 → 2027-02-03 · Axel-exclusive $370.50

  • American Airlines AA3257 / AA1528: SJC 2027-01-27 13:05:00 → ORD 2027-01-27 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
    • AA3257: SJC 2027-01-27 13:05:00 → PHX 2027-01-27 16:05:00; layover at PHX: 81 minutes.
    • AA1528: PHX 2027-01-27 17:26:00 → ORD 2027-01-27 21:58:00.
  • American Airlines AA834 / AA3113: ORD 2027-02-03 13:26:00 → SJC 2027-02-03 18:34:00; 1 stop(s) via PHX; 428 minutes. Local airport times.
    • AA834: ORD 2027-02-03 13:26:00 → PHX 2027-02-03 16:21:00; layover at PHX: 74 minutes.
    • AA3113: PHX 2027-02-03 17:35:00 → SJC 2027-02-03 18:34:00.

2027-01-27 → 2027-02-03 · Axel-exclusive $389.50

  • Delta Air Lines DL2904 / DL1178: SJC 2027-01-27 22:40:00 → ORD 2027-01-28 08:34:00; 1 stop(s) via ATL; 474 minutes. Local airport times.
    • DL2904: SJC 2027-01-27 22:40:00 → ATL 2027-01-28 06:10:00; layover at ATL: 75 minutes.
    • DL1178: ATL 2027-01-28 07:25:00 → ORD 2027-01-28 08:34:00.
  • Delta Air Lines DL756 / DL3883: ORD 2027-02-03 14:25:00 → SJC 2027-02-03 19:25:00; 1 stop(s) via LAX; 420 minutes. Local airport times.
    • DL756: ORD 2027-02-03 14:25:00 → LAX 2027-02-03 16:59:00; layover at LAX: 66 minutes.
    • DL3883: LAX 2027-02-03 18:05:00 → SJC 2027-02-03 19:25:00.

2027-01-27 → 2027-02-03 · Axel-exclusive $389.50

  • Delta Air Lines DL1254 / DL2413: SJC 2027-01-27 13:39:00 → ORD 2027-01-27 22:27:00; 1 stop(s) via SLC; 408 minutes. Local airport times.
    • DL1254: SJC 2027-01-27 13:39:00 → SLC 2027-01-27 16:40:00; layover at SLC: 95 minutes.
    • DL2413: SLC 2027-01-27 18:15:00 → ORD 2027-01-27 22:27:00.
  • Delta Air Lines DL756 / DL3883: ORD 2027-02-03 14:25:00 → SJC 2027-02-03 19:25:00; 1 stop(s) via LAX; 420 minutes. Local airport times.
    • DL756: ORD 2027-02-03 14:25:00 → LAX 2027-02-03 16:59:00; layover at LAX: 66 minutes.
    • DL3883: LAX 2027-02-03 18:05:00 → SJC 2027-02-03 19:25:00.

2027-01-27 → 2027-02-03 · Axel-exclusive $396.63

  • United Airlines UA2382: SJC 2027-01-27 23:00:00 → ORD 2027-01-28 05:17:00; nonstop; 257 minutes. Local airport times.
  • United Airlines UA2495 / UA1256: ORD 2027-02-03 08:40:00 → SJC 2027-02-03 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
    • UA2495: ORD 2027-02-03 08:40:00 → DEN 2027-02-03 10:26:00; layover at DEN: 69 minutes.
    • UA1256: DEN 2027-02-03 11:35:00 → SJC 2027-02-03 13:18:00.

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 Jose (SJC) to Chicago (ORD) · Jan 27, 2027 · return Feb 3, 2027: 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 Francisco Bay Area 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.