[07/18/2019 @ 04:13 PM CT] Deal seems to be ending soon.
American Airlines and British Airways have round-trip flights from Chicago (ORD) to Berlin, Zurich, Vienna, Brussels, or Munich (TXL/ZRH/VIE/BRU/MUC) for $295-$331 with a connection. Flights October to March.
Note: Carry-on bag is allowed for free on American Airlines and British Airways. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.