Icelandair has round-trip flights from Chicago (ORD) to Amsterdam, Copenhagen, or Frankfurt (AMS, CPH, FRA) for $385-$403 with a connection. Flights November to May.
Note: A Carry on bag (20-lbs @ 21.6 x 15.7 x 7.8 inches) and a personal item (15.7 x 11.8 x 5.9 inches) is allowed for free on Icelandair. You can avoid seat selection fees by accepting the randomly assigned seat at the gate.
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