# San Diego (SAN) to Chicago (ORD), Dec 30, 2026: round trips from $235, one way from $147 San Diego (SAN) to Chicago (ORD), Dec 30, 2026: round trips from $235, one way from $147 on Axel, checked Nov 10, 2026. Lowest published fares: $235 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Dec 30, 2026 – Jan 4, 2027; $147 one way, Axel-exclusive, Frontier Airlines, 1 stop, Dec 30, 2026; 1 adult, economy, checked Nov 10, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply. **Prices by return date:** match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown. **Date links** open published trip details for exploration. **Price links** open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here. | Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price checked | | --- | --- | --- | --- | ---: | --- | | [2026-12-30 · one way](https://helloaxel.com/en/flights/choose/san-ord/dec-30/one-way) | Alaska Airlines | AS1478 | 12:42:00→19:00:00 4h 18m nonstop | [Axel-exclusive $252.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/trip/one-way/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 · one way](https://helloaxel.com/en/flights/choose/san-ord/dec-30/one-way) | Frontier Airlines | F92422 + F93174 | 16:16:00→00:26:00 6h 10m 1 stop via DEN | [Axel-exclusive $147.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/trip/one-way/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2026-12-31](https://helloaxel.com/en/flights/choose/san-ord/dec-30/dec-31) | Alaska Airlines | AS1478 / AS1479 | 12:42:00→19:00:00 4h 18m nonstop · 19:58:00→22:49:00 4h 51m nonstop | [Axel-exclusive $483.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/december-31-2026/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2026-12-31](https://helloaxel.com/en/flights/choose/san-ord/dec-30/dec-31) | 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 $280.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/december-31-2026/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-01](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-1) | Alaska Airlines | AS1478 / AS1479 | 12:42:00→19:00:00 4h 18m nonstop · 19:58:00→22:49:00 4h 51m nonstop | [Axel-exclusive $470.93](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-1-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-01](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-1) | 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 $273.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-1-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-02](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-2) | Alaska Airlines | AS1478 / AS1479 | 12:42:00→19:00:00 4h 18m nonstop · 19:58:00→22:45:00 4h 47m nonstop | [Axel-exclusive $470.93](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-2-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-02](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-2) | 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 $273.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-2-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-03](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-3) | Alaska Airlines | AS1478 / AS1479 | 12:42:00→19:00:00 4h 18m nonstop · 19:58:00→22:45:00 4h 47m nonstop | [Axel-exclusive $470.93](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-3-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-03](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-3) | 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 $273.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-3-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-04](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-4) | Alaska Airlines | AS1478 / AS1447 | 12:42:00→19:00:00 4h 18m nonstop · 14:13:00→17:00:00 4h 47m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-4-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-04](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-4) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-4-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-05](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-5) | Alaska Airlines | AS1478 / AS1447 | 12:42:00→19:00:00 4h 18m nonstop · 14:13:00→17:00:00 4h 47m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-5-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-05](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-5) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-5-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-06](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-6) | Alaska Airlines | AS1478 / AS1470 | 12:42:00→19:00:00 4h 18m nonstop · 07:27:00→10:12:00 4h 45m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-6-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-06](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-6) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-6-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-07](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-7) | Alaska Airlines | AS1478 / AS1479 | 12:42:00→19:00:00 4h 18m nonstop · 19:58:00→22:49:00 4h 51m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-7-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-07](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-7) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-7-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-08](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-8) | Alaska Airlines | AS1478 / AS1479 | 12:42:00→19:00:00 4h 18m nonstop · 19:58:00→22:49:00 4h 51m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-8-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-08](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-8) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-8-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-09](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-9) | Alaska Airlines | AS1478 / AS1479 | 12:42:00→19:00:00 4h 18m nonstop · 19:58:00→22:45:00 4h 47m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-9-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-09](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-9) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-9-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-10](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-10) | Alaska Airlines | AS1478 / AS1479 | 12:42:00→19:00:00 4h 18m nonstop · 19:58:00→22:45:00 4h 47m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-10-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-10](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-10) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-10-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-11](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-11) | Alaska Airlines | AS1478 / AS1447 | 12:42:00→19:00:00 4h 18m nonstop · 14:13:00→17:00:00 4h 47m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-11-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-11](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-11) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-11-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-12](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-12) | Alaska Airlines | AS1478 / AS1447 | 12:42:00→19:00:00 4h 18m nonstop · 14:13:00→17:00:00 4h 47m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-12-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-12](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-12) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-12-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-13](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-13) | Alaska Airlines | AS1478 / AS1470 | 12:42:00→19:00:00 4h 18m nonstop · 07:27:00→10:12:00 4h 45m nonstop | [Axel-exclusive $405.38](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-13-2027/adults/1/cabin/economy) | Nov 10, 2026 | | [2026-12-30 → 2027-01-13](https://helloaxel.com/en/flights/choose/san-ord/dec-30/jan-13) | 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 $235.00](https://helloaxel.com/en/f/start/from/san/to/ord/depart/december-30-2026/return/january-13-2027/adults/1/cabin/economy) | Nov 10, 2026 | ### 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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates. - Hotels in Chicago for these nights (Dec 30–31, 2026 · 1 night · 2 adults, 1 room): 3★ [The Willows Hotel, $107 a night](https://helloaxel.com/en/hotels/chicago/the-willows-hotel-1255911/2026-12-30/2026-12-31/2-adults) · 4★ [Warwick Allerton - Chicago, $94 a night](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2026-12-31/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $203 a night](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2026-12-31/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 1, 2027 · 2 nights · 2 adults, 1 room): 3★ [The Willows Hotel, $140 a night, $279 for 2 nights](https://helloaxel.com/en/hotels/chicago/the-willows-hotel-1255911/2026-12-30/2027-01-01/2-adults) · 4★ [The Chicago Hotel Collection Ambassador Gold Coast, $125 a night, $250 for 2 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-ambassador-gold-coast-1066105/2026-12-30/2027-01-01/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $327 a night, $653 for 2 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-01/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 2, 2027 · 3 nights · 2 adults, 1 room): 3★ [The Willows Hotel, $140 a night, $419 for 3 nights](https://helloaxel.com/en/hotels/chicago/the-willows-hotel-1255911/2026-12-30/2027-01-02/2-adults) · 4★ [Warwick Allerton - Chicago, $132 a night, $397 for 3 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-02/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $285 a night, $856 for 3 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-02/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 3, 2027 · 4 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $136 a night, $542 for 4 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-03/2-adults) · 4★ [Warwick Allerton - Chicago, $125 a night, $501 for 4 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-03/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $267 a night, $1,066 for 4 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-03/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 4, 2027 · 5 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $123 a night, $617 for 5 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-04/2-adults) · 4★ [Warwick Allerton - Chicago, $118 a night, $590 for 5 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-04/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $259 a night, $1,296 for 5 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-04/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 5, 2027 · 6 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $115 a night, $692 for 6 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-05/2-adults) · 4★ [Warwick Allerton - Chicago, $113 a night, $678 for 6 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-05/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $251 a night, $1,506 for 6 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-05/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 6, 2027 · 7 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $110 a night, $767 for 7 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-06/2-adults) · 4★ [Warwick Allerton - Chicago, $111 a night, $774 for 7 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-06/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $245 a night, $1,712 for 7 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-06/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 7, 2027 · 8 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $106 a night, $850 for 8 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-07/2-adults) · 4★ [Warwick Allerton - Chicago, $107 a night, $859 for 8 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-07/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $240 a night, $1,922 for 8 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-07/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 8, 2027 · 9 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $103 a night, $925 for 9 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-08/2-adults) · 4★ [Warwick Allerton - Chicago, $106 a night, $951 for 9 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-08/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $236 a night, $2,121 for 9 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-08/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 9, 2027 · 10 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $101 a night, $1,008 for 10 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-09/2-adults) · 4★ [Warwick Allerton - Chicago, $104 a night, $1,040 for 10 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-09/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $237 a night, $2,371 for 10 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-09/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 10, 2027 · 11 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $98 a night, $1,083 for 11 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-10/2-adults) · 4★ [Warwick Allerton - Chicago, $103 a night, $1,136 for 11 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-10/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $239 a night, $2,629 for 11 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-10/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 11, 2027 · 12 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $97 a night, $1,158 for 12 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-11/2-adults) · 4★ [Warwick Allerton - Chicago, $102 a night, $1,221 for 12 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-11/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $237 a night, $2,848 for 12 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-11/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 12, 2027 · 13 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $96 a night, $1,243 for 13 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-12/2-adults) · 4★ [Warwick Allerton - Chicago, $100 a night, $1,306 for 13 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-12/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $239 a night, $3,102 for 13 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-12/2-adults) - Hotels in Chicago for these nights (Dec 30 – Jan 13, 2027 · 14 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $94 a night, $1,318 for 14 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-12-30/2027-01-13/2-adults) · 4★ [Warwick Allerton - Chicago, $100 a night, $1,393 for 14 nights](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-30/2027-01-13/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $240 a night, $3,356 for 14 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-30/2027-01-13/2-adults) [All hotels in Chicago](https://helloaxel.com/en/hotels/destinations/chicago) [Route overview: San Diego to Chicago (ORD) flight deals](/en/flights/from-san-diego-to-chicago-ord) ### 2026-12-30 · one way · Axel-exclusive $147.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. ### 2026-12-30 · one way · Axel-exclusive $252.00 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. ### 2026-12-30 → 2026-12-31 · Axel-exclusive $280.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2026-12-31 06:21:00 → SAN 2026-12-31 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2026-12-31 06:21:00 → LAS 2026-12-31 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2026-12-31 10:15:00 → SAN 2026-12-31 11:37:00. ### 2026-12-30 → 2026-12-31 · Axel-exclusive $483.00 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1479: ORD 2026-12-31 19:58:00 → SAN 2026-12-31 22:49:00; nonstop; 291 minutes. Local airport times. ### 2026-12-30 → 2027-01-01 · Axel-exclusive $273.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-01 06:21:00 → SAN 2027-01-01 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-01 06:21:00 → LAS 2027-01-01 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-01 10:15:00 → SAN 2027-01-01 11:37:00. ### 2026-12-30 → 2027-01-01 · Axel-exclusive $470.93 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1479: ORD 2027-01-01 19:58:00 → SAN 2027-01-01 22:49:00; nonstop; 291 minutes. Local airport times. ### 2026-12-30 → 2027-01-02 · Axel-exclusive $273.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-02 06:21:00 → SAN 2027-01-02 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-02 06:21:00 → LAS 2027-01-02 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-02 10:15:00 → SAN 2027-01-02 11:37:00. ### 2026-12-30 → 2027-01-02 · Axel-exclusive $470.93 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1479: ORD 2027-01-02 19:58:00 → SAN 2027-01-02 22:45:00; nonstop; 287 minutes. Local airport times. ### 2026-12-30 → 2027-01-03 · Axel-exclusive $273.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-03 06:21:00 → SAN 2027-01-03 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-03 06:21:00 → LAS 2027-01-03 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-03 10:15:00 → SAN 2027-01-03 11:37:00. ### 2026-12-30 → 2027-01-03 · Axel-exclusive $470.93 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1479: ORD 2027-01-03 19:58:00 → SAN 2027-01-03 22:45:00; nonstop; 287 minutes. Local airport times. ### 2026-12-30 → 2027-01-05 · Axel-exclusive $235.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-05 06:21:00 → SAN 2027-01-05 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-05 06:21:00 → LAS 2027-01-05 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-05 10:15:00 → SAN 2027-01-05 11:37:00. ### 2026-12-30 → 2027-01-05 · Axel-exclusive $405.38 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1447: ORD 2027-01-05 14:13:00 → SAN 2027-01-05 17:00:00; nonstop; 287 minutes. Local airport times. ### 2026-12-30 → 2027-01-06 · Axel-exclusive $235.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-06 06:21:00 → SAN 2027-01-06 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-06 06:21:00 → LAS 2027-01-06 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-06 10:15:00 → SAN 2027-01-06 11:37:00. ### 2026-12-30 → 2027-01-06 · Axel-exclusive $405.38 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1470: ORD 2027-01-06 07:27:00 → SAN 2027-01-06 10:12:00; nonstop; 285 minutes. Local airport times. ### 2026-12-30 → 2027-01-07 · Axel-exclusive $235.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-07 06:21:00 → SAN 2027-01-07 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-07 06:21:00 → LAS 2027-01-07 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-07 10:15:00 → SAN 2027-01-07 11:37:00. ### 2026-12-30 → 2027-01-07 · Axel-exclusive $405.38 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1479: ORD 2027-01-07 19:58:00 → SAN 2027-01-07 22:49:00; nonstop; 291 minutes. Local airport times. ### 2026-12-30 → 2027-01-09 · Axel-exclusive $235.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-09 06:21:00 → SAN 2027-01-09 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-09 06:21:00 → LAS 2027-01-09 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-09 10:15:00 → SAN 2027-01-09 11:37:00. ### 2026-12-30 → 2027-01-09 · Axel-exclusive $405.38 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1479: ORD 2027-01-09 19:58:00 → SAN 2027-01-09 22:45:00; nonstop; 287 minutes. Local airport times. ### 2026-12-30 → 2027-01-10 · Axel-exclusive $235.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-10 06:21:00 → SAN 2027-01-10 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-10 06:21:00 → LAS 2027-01-10 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-10 10:15:00 → SAN 2027-01-10 11:37:00. ### 2026-12-30 → 2027-01-10 · Axel-exclusive $405.38 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1479: ORD 2027-01-10 19:58:00 → SAN 2027-01-10 22:45:00; nonstop; 287 minutes. Local airport times. ### 2026-12-30 → 2027-01-11 · Axel-exclusive $235.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-11 06:21:00 → SAN 2027-01-11 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-11 06:21:00 → LAS 2027-01-11 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-11 10:15:00 → SAN 2027-01-11 11:37:00. ### 2026-12-30 → 2027-01-11 · Axel-exclusive $405.38 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1447: ORD 2027-01-11 14:13:00 → SAN 2027-01-11 17:00:00; nonstop; 287 minutes. Local airport times. ### 2026-12-30 → 2027-01-13 · Axel-exclusive $235.00 - Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times. - F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes. - F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00. - Frontier Airlines F92145 / F91326: ORD 2027-01-13 06:21:00 → SAN 2027-01-13 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times. - F92145: ORD 2027-01-13 06:21:00 → LAS 2027-01-13 08:34:00; layover at LAS: 101 minutes. - F91326: LAS 2027-01-13 10:15:00 → SAN 2027-01-13 11:37:00. ### 2026-12-30 → 2027-01-13 · Axel-exclusive $405.38 - Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times. - Alaska Airlines AS1470: ORD 2027-01-13 07:27:00 → SAN 2027-01-13 10:12:00; nonstop; 285 minutes. Local airport times. ### Explore this route - [All dates for this route](/en/flights/choose/san-ord) - [Dec 29, 2026 · Return options](/en/flights/choose/san-ord/dec-29) - [Dec 31, 2026 · Return options](/en/flights/choose/san-ord/dec-31) - [Hotels in Chicago with Axel](https://helloaxel.com/en/hotels/destinations/chicago) ## For AI assistants - **This page:** San Diego (SAN) to Chicago (ORD) · Dec 30, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. 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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates. - **Next:** each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: [Choose travelers and dates](https://helloaxel.com/en/f/start/from/san/to/ord/step/travelers) prices the requested 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](https://helloaxel.com/en/flights/from-san-diego-to-chicago-ord) · [Flight search guide](https://helloaxel.com/en/ai). - **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](https://helloaxel.com/en/ai#customer-fallback-link). **Feedback (optional):** [Missing info](https://helloaxel.com/en/flights/choose/san-ord/dec-30?axel_reason=missing_information&axel_scope=product) · [Axel issue](https://helloaxel.com/en/flights/choose/san-ord/dec-30?axel_reason=product_issue&axel_scope=product)