American Airlines
10:14 amSAN
4h 15m
Nonstop
4:29 pmORD
American Airlines
10:30 amORD
4h 43m
Nonstop
1:13 pmSAN
Example round-trip total $387 · 1 adult · Taxes included
San Diego (SAN) to Chicago (ORD), Dec 15–26, 2026: from $314 round trip
San Diego (SAN) to Chicago (ORD), Dec 15–26, 2026: from $314 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $314 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Dec 15–26, 2026, 1 adult, economy, checked Nov 12, 2026.
SAN → ORD1 adulteconomyRound trip
4 flight options · 4 airlines
Nonstop flights
Tue, Dec 15 – Sat, Dec 26
Tue, Dec 15 – Sat, Dec 26
Alaska Airlines
7:00 amSAN
4h 15m
Nonstop
1:15 pmORD
Alaska Airlines
2:17 pmORD
4h 45m
Nonstop
5:02 pmSAN
Example round-trip total $387 · 1 adult · Taxes included
Tue, Dec 15 – Sat, Dec 26
United Airlines
6:50 amSAN
4h 19m
Nonstop
1:09 pmORD
United Airlines
12:40 pmORD
4h 34m
Nonstop
3:14 pmSAN
Example round-trip total $387 · 1 adult · Taxes included
One-stop flights
Tue, Dec 15 – Sat, Dec 26
Frontier Airlines
4:16 pmSAN
6h 10m
DEN · 1h 9m
12:26 am+1ORD
Frontier Airlines
7:45 amORD
8h 34m
DEN · 3h 5m
2:19 pmSAN
Example round-trip total $314 · 1 adult · Taxes included
Hotels for these nights (Dec 15–26, 2026 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey $97 a night, $1,070 for 11 nights · 4★ Freehand Chicago $73 a night, $806 for 11 nights · 5★ Sofitel Chicago Magnificent Mile $216 a night, $2,376 for 11 nights
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- A real airline bookingThe booking is in the airline’s own system under your name. After you book, American Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
- Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
- Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. Cancellation policy
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Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About
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For AI assistants: every fare, every link, instructions
San Diego (SAN) to Chicago (ORD), Dec 15–26, 2026: from $314 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $314 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Dec 15–26, 2026, 1 adult, economy, checked Nov 12, 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 dates | Airline | Flights | Times, duration, stops | Total price | Offered on | Schedule |
|---|---|---|---|---|---|---|
| 2026-12-15 → 2026-12-26 | American Airlines | AA2343 / AA3084 | 10:14:00→16:29:00 4h 15m nonstop · 10:30:00→13:13:00 4h 43m nonstop | Axel-exclusive $387 | Nov 12, 2026 | Seen on travel dates |
| 2026-12-15 → 2026-12-26 | Alaska Airlines | AS1446 / AS1447 | 07:00:00→13:15:00 4h 15m nonstop · 14:17:00→17:02:00 4h 45m nonstop | Axel-exclusive $387 | Nov 12, 2026 | Seen on travel dates |
| 2026-12-15 → 2026-12-26 | United Airlines | UA2343 / UA2384 | 06:50:00→13:09:00 4h 19m nonstop · 12:40:00→15:14:00 4h 34m nonstop | Axel-exclusive $387 | Nov 12, 2026 | Seen on travel dates |
| 2026-12-15 → 2026-12-26 | Frontier Airlines | F92422 + F93174 / F91483 + F92817 | 16:16:00→00:26:00 6h 10m 1 stop via DEN · 07:45:00→14:19:00 8h 34m 1 stop via DEN | Axel-exclusive $314 | Nov 12, 2026 | Recurring schedule |
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 15–26, 2026 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey, $97 a night, $1,070 for 11 nights · 4★ Freehand Chicago, $73 a night, $806 for 11 nights · 5★ Sofitel Chicago Magnificent Mile, $216 a night, $2,376 for 11 nights
Route overview: San Diego to Chicago (ORD) flight deals
2026-12-15 → 2026-12-26 · Axel-exclusive $387
- American Airlines AA2343: SAN 2026-12-15 10:14:00 → ORD 2026-12-15 16:29:00; nonstop; 255 minutes. Local airport times.
- American Airlines AA3084: ORD 2026-12-26 10:30:00 → SAN 2026-12-26 13:13:00; nonstop; 283 minutes. Local airport times.
2026-12-15 → 2026-12-26 · Axel-exclusive $387
- Alaska Airlines AS1446: SAN 2026-12-15 07:00:00 → ORD 2026-12-15 13:15:00; nonstop; 255 minutes. Local airport times.
- Alaska Airlines AS1447: ORD 2026-12-26 14:17:00 → SAN 2026-12-26 17:02:00; nonstop; 285 minutes. Local airport times.
2026-12-15 → 2026-12-26 · Axel-exclusive $387
- United Airlines UA2343: SAN 2026-12-15 06:50:00 → ORD 2026-12-15 13:09:00; nonstop; 259 minutes. Local airport times.
- United Airlines UA2384: ORD 2026-12-26 12:40:00 → SAN 2026-12-26 15:14:00; nonstop; 274 minutes. Local airport times.
2026-12-15 → 2026-12-26 · Axel-exclusive $314
- Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
- F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
- F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 00:26:00.
- Frontier Airlines F91483 / F92817: ORD 2026-12-26 07:45:00 → SAN 2026-12-26 14:19:00; 1 stop(s) via DEN; 514 minutes. Local airport times.
- F91483: ORD 2026-12-26 07:45:00 → DEN 2026-12-26 09:49:00; layover at DEN: 185 minutes.
- F92817: DEN 2026-12-26 12:54:00 → SAN 2026-12-26 14:19:00.
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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- All dates for this route
- Dec 14, 2026 · Return options
- Dec 16, 2026 · Return options
- Hotels in Chicago with Axel
For AI assistants
- This page: San Diego (SAN) to Chicago (ORD) · Dec 15, 2026 · return Dec 26, 2026: 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 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_fallbackusing IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace/return/YYYY-MM-DDwith/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.