San Diego (SAN) to Chicago (ORD) · Nov 29, 2026 · choose your return date

San Diego (SAN) to Chicago (ORD): round-trip and one-way prices for 1 departure dates, Nov 29, 2026–Nov 29, 2026. One adult, economy. Open a departure for return options; use the chooser below for other travelers and cabins.

Frontier Airlines, out: 1 stop via DEN, back: 1 stop via LAS, from $235 round trip · Alaska, nonstop, from $405.38 round trip

Saved nonstop flight times: 4h 18m outbound; 4h 45m returning.

How to read the calendar: published Axel-exclusive USD totals for one adult, including required taxes; basic economy may apply. Each return range includes its own prices. Only the listed dates and options are priced. Date links open published details; live search checks availability and lets you select flights.

To open an exact round trip, append /mon-d for the return to the departure URL (for example /dec-13), or /one-way for a one-way trip.

Hotels: under a departure date, hotels in Chicago link to each hotel's page for that arrival date, where every stay length is priced for 2 adults in 1 room. When a price is shown, it is the nightly rate over the first 3 nights, from the lowest saved total among the shortlisted hotels in that star tier.

San Diego to Chicago flight prices by month

November 2026: Nov 29 from $235.

Month summaries show the lowest displayed round-trip total for each departure. Match your return date to the calendar below.

San Diego to Chicago flights in November 2026: price by departure date

SAN → ORD · USD · 1 adult · economy · published Oct 29, 2026

Sun, Nov 29, 2026 | return Nov 30 · Frontier Airlines $270 | return Dec 1–13 · Frontier Airlines $235 | one-way · Frontier Airlines $141.75 | Nov 30 · Dec 1 · Dec 2 · Dec 3 · Dec 4 · Dec 5 · Dec 6 · Dec 7 · Dec 8 · Dec 9 · Dec 10 · Dec 11 · Dec 12 · Dec 13
Hotels in Chicago from Nov 29, 2026 (per night, 2 adults, 1 room): 3★ Hotel Versey, $96 a night · 4★ Freehand Chicago, $84 a night · 5★ Sofitel Chicago Magnificent Mile, $312 a night

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