United Airlines often provides multiple nonstop flights between San Jose Mineta International Airport (SJC) and O'Hare International Airport (ORD) and is a strong choice for frequent flyers earning MileagePlus miles and seeking reliability. American Airlines also operates nonstop or one-stop options and can be competitive on pricing and connections. Delta and Alaska typically offer connecting itineraries via their hubs (e.g., Delta via SLC/DTW, Alaska via SEA) and can provide good fares and service, especially if you have elite status with those carriers. Consider baggage allowances (legacy carriers usually include a carry-on and personal item; checked bags may cost extra), change-fee policies, and loyalty program value when choosing an airline in November. CTA: Compare United, American, Delta, and Alaska November SJC to ORD fares and book the carrier that matches your schedule and loyalty preferences.