| 2020-01-12 21:21:18 | New York Rangers Oliver Ekman-Larsson |
Dallas Stars Erik Gustafsson |
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| 2020-01-09 10:15:52 | Boston Bruins 2024 - Draft Pick: BOS - Round 5 2023 - Draft Pick: BOS - Round 5 |
Washington Capitals 2024 - Draft Pick: WSH - Round 5 2023 - Draft Pick: WSH - Round 5 Frederick Gaudreau Tanner Fritz |
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| 2020-01-08 20:36:01 | Buffalo Sabres Braydon Coburn |
Vancouver Canucks 2020 - Draft Pick: VAN - Round 4 |
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| 2020-01-07 20:36:13 | Winnipeg Jets 2020 - Draft Pick: WPG - Round 1 |
Buffalo Sabres Damon Severson |
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| 2020-01-06 19:56:39 | New York Rangers Jack Roslovic |
Carolina Hurricanes Prospect: Vasili Podkolzin |
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| 2020-01-06 15:20:58 | Ottawa Senators 2020 - Draft Pick: OTT - Round 2 |
Chicago Blackhawks Brent Seabrook |
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| 2020-01-04 15:37:22 | New York Rangers Oskar Lindblom |
Carolina Hurricanes Thomas Greiss |
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| 2020-01-04 12:27:31 | Columbus Blue Jackets 2021 - Draft Pick: CBJ - Round 5 2022 - Draft Pick: CBJ - Round 5 |
Washington Capitals Lukas Sedlak Tanner Kero 2021 - Draft Pick: WSH - Round 5 2022 - Draft Pick: WSH - Round 5 |
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| 2020-01-04 11:21:24 | Anaheim Ducks 2020 - Draft Pick: ANA - Round 4 |
Washington Capitals Keith Kinkaid |
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| 2020-01-02 21:10:00 | Tampa Bay Lightning Carl Hagelin Jonathan Marchessault |
Montreal Canadiens Dillon Dube Ryan Merkley |