| 2020-01-23 22:33:15 | Chicago Blackhawks Casey DeSmith |
Ottawa Senators 2020 - Draft Pick: OTT - Round 3 |
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| 2020-01-23 20:11:13 | New York Rangers Devan Dubnyk 2020 - Draft Pick: NYR - Round 3 |
Calgary Flames Nikolaj Ehlers 2020 - Draft Pick: CGY - Round 4 |
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| 2020-01-23 10:01:37 | Calgary Flames 2020 - Draft Pick: CGY - Round 3 |
Chicago Blackhawks Corey Crawford |
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| 2020-01-22 10:30:24 | Washington Capitals Korbinian Holzer Ryan Haggerty |
Montreal Canadiens Michael Stone |
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| 2020-01-19 17:41:58 | New York Islanders 2021 - Draft Pick: NYI - Round 5 |
Boston Bruins Vladimir Sobotka |
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| 2020-01-17 09:16:52 | Nashville Predators Brett Sterling 2024 - Draft Pick: NAS - Round 4 |
San Jose Sharks Trevor Daley |
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| 2020-01-16 10:23:51 | Toronto Maple Leafs 2020 - Draft Pick: TOR - Round 5 |
Tampa Bay Lightning 2020 - Draft Pick: TBL - Round 5 Kasimir Kaskisuo |
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| 2020-01-15 17:56:32 | Anaheim Ducks Jason Zucker |
Ottawa Senators Prospect: Ryan McLeod |
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| 2020-01-15 17:00:34 | Toronto Maple Leafs Joseph Cramarossa Liam OBrien Jimmy Oligny Ethan Prow Colton Beck |
Montreal Canadiens 2020 - Draft Pick: MTL - Round 5 2021 - Draft Pick: MTL - Round 5 |
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| 2020-01-12 21:21:18 | New York Rangers Oliver Ekman-Larsson |
Dallas Stars Erik Gustafsson |