San Diego (SAN) to Chicago (ORD), Jan 14–19, 2027: from $190 round trip

San Diego (SAN) to Chicago (ORD), Jan 14–19, 2027: from $190 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $190 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Jan 14–19, 2027, 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.

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Exact travel dates Airline Flights Times, duration, stops Total price Price issued (UTC)
2027-01-14 → 2027-01-19 Alaska Airlines AS1446 / AS1447 07:00:00→13:19:00 4h 19m nonstop · 14:13:00→17:00:00 4h 47m nonstop Axel-exclusive $327.76 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 American Airlines AA2081 / AA2657 06:15:00→12:30:00 4h 15m nonstop · 21:00:00→23:36:00 4h 36m nonstop Axel-exclusive $332.50 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 United Airlines UA1710 / UA2472 10:30:00→16:44:00 4h 14m nonstop · 19:55:00→22:33:00 4h 38m nonstop Axel-exclusive $342.00 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 Frontier Airlines F92422 + F93174 / F92145 + F91326 16:16:00→00:26:00 6h 10m 1 stop via DEN · 06:21:00→11:37:00 7h 16m 1 stop via LAS Axel-exclusive $190.00 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 Alaska Airlines AS1493 / AS1447 17:37:00→23:59:00 4h 22m nonstop · 14:13:00→17:00:00 4h 47m nonstop Axel-exclusive $327.76 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 American Airlines AA3111 / AA2657 22:33:00→04:37:00 4h 04m nonstop · 21:00:00→23:36:00 4h 36m nonstop Axel-exclusive $332.50 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 United Airlines UA540 / UA2472 22:30:00→04:42:00 4h 12m nonstop · 19:55:00→22:33:00 4h 38m nonstop Axel-exclusive $342.00 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 American Airlines AA2438 + AA2221 / AA2657 15:13:00→23:59:00 6h 46m 1 stop via DFW · 21:00:00→23:36:00 4h 36m nonstop Axel-exclusive $315.88 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 Alaska Airlines AS2291 + AA3010 / AS1447 14:59:00→23:40:00 6h 41m 1 stop via LAS · 14:13:00→17:00:00 4h 47m nonstop Axel-exclusive $318.26 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 Alaska Airlines AS2297 + AA1333 / AS1447 21:11:00→05:22:00 6h 11m 1 stop via PHX · 14:13:00→17:00:00 4h 47m nonstop Axel-exclusive $318.26 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 Alaska Airlines AS1342 + AA1277 / AS1447 09:27:00→18:14:00 6h 47m 1 stop via DEN · 14:13:00→17:00:00 4h 47m nonstop Axel-exclusive $318.26 2026-10-29T01:10:05Z
2027-01-14 → 2027-01-19 United Airlines UA1329 + UA1946 / UA2472 06:20:00→14:43:00 6h 23m 1 stop via LAX · 19:55:00→22:33:00 4h 38m nonstop Axel-exclusive $325.38 2026-10-29T01:10:05Z

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

2027-01-14 → 2027-01-19 · Axel-exclusive $327.76

2027-01-14 → 2027-01-19 · Axel-exclusive $332.50

2027-01-14 → 2027-01-19 · Axel-exclusive $342.00

2027-01-14 → 2027-01-19 · Axel-exclusive $190.00

2027-01-14 → 2027-01-19 · Axel-exclusive $327.76

2027-01-14 → 2027-01-19 · Axel-exclusive $332.50

2027-01-14 → 2027-01-19 · Axel-exclusive $342.00

2027-01-14 → 2027-01-19 · Axel-exclusive $315.88

2027-01-14 → 2027-01-19 · Axel-exclusive $318.26

2027-01-14 → 2027-01-19 · Axel-exclusive $318.26

2027-01-14 → 2027-01-19 · Axel-exclusive $318.26

2027-01-14 → 2027-01-19 · Axel-exclusive $325.38

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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