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Grigor Dimitrov vs Alexei Popyrin Betting Tips & Live Stream - Dimitrov to Win at the 2026 US Open

john-eastwood
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Last updated: Mon 31 Aug 2026 15:10
Grigor Dimitrov faces Alexei Popyrin in the US Open first round, with Dimitrov tipped to win. Popyrin is coming off a recent injury and poor form, having retired from a recent match and dropped out of the Top 100. Dimitrov, after a strong run at Wimbledon and navigating qualifiers in New York, is the clear favorite. The article recommends betting on Dimitrov’s victory and provides a step-by-step guide to streaming the match live online via Stake.com.
John Eastwood 3 hours ago
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  • Dimitrov came through the qualifiers in New York
  • Popyrin retired from a match less than 2 weeks ago
  • I am backing Dimitrov to advance at the US Open
Grigor Dimitrov Alexei Popyrin
Grigor Dimitrov and Alexei Popyrin will be meeting for the fifth time (Getty)
brand Grigor Dimitrov v Alexei Popyrin Live StreamWatch live online at bet365 > Tennis > US Open. T&Cs apply. Watch and bet Geo-restrictions apply. You must have a funded account or to have placed a bet in the last 24 hours. Over 18s only. T&Cs apply.

Alexei Popyrin comes to the US Open under an injury cloud and might be in New York to collect a cheque. Grigor Dimitrov did enough at Wimbledon to suggest he can advance at the US Open.


Grigor DimitrovAlexei Popyrin
Nationality Bulgaria Australia
Age 35 (16 May 1991) 27 (5 August 1990)
Height 6'3" (1.91m) 6'5" (1.96m)
Plays Right-Handed Right-Handed
Ranking 137 130
Career High 3 (November 2017) 19 (August 2025)
ATP Tour Titles 9 3
2026 ATP Tour Titles 0 0
Grand Slam Titles 0 0
US Open Best Result Semi-Finals (2019) Fourth Round (2024)

HTH


Grigor Dimitrov is 2-2 against Alexei Popyrin, a tie break occurring in each encounter.

YearEventSurfaceRoundWinnerScore
2024 Shanghai Masters Hard R32 Dimitrov 7-6 6-2
2024 Canada Masters Hard R16 Popyrin 4-6 7-6 6-3
2021 US Open Hard R64 Popyrin 7-6 7-6 4-0 RET
2021 Murray River Open Hard R16 Dimitrov 6-4 6-7 6-3

Dimitrov Facing Father Time


Grigor Dimitrov lost 11 of his opening 13 matches this year and is yet to return to the Top 100. He got to the fourth round at Wimbledon, losing in 5 sets to Arthur Fery.

The 35-year-old went out early in Bastad and Cincinnati which meant he had to go through the qualifiers in New York.

The Bulgarian beat Lorenzo Giustino 6-0 6-3 and Timofey Skatov 7-6 6-4 before a walkover against Otto Virtanen.

Injury Cloud for Popyrin


Alexei Popyrin started the year in poor form and it hasn’t improved. He recently lost six straight matches to drop out of the Top 100.

The Australian reached the third round in Montreal where he was beaten 6-3 6-4 by Thiago Agustin Tirante.

Popyrin failed to qualify in Cincinnati and didn’t last long at the Quebec City Challenger. He beat Francesco Maestrelli before retiring at 5-2 down to Hugo Gaston due to an apparent groin/thigh injury.

How to Watch Grigor Dimitrov vs Alexei Popyrin Live


  • Event: 2026 US Open
  • Round: First Round
  • Date: Monday 31 August 2026

The Grigor Dimitrov vs Alexei Popyrin match at the 2026 US Open is available to stream live for registered users on Stake.

Stake is our top-recommended platform for watching tennis live online. They offer high-definition, low-latency streams alongside competitive in-play betting odds so you can follow every point in real time.

Steps to Stream the Match Live:

  1. Create an Account: Visit Stake.com via our official link to open an account.
  2. Fund Your Account: Make a minimum deposit using your preferred payment method.
  3. Locate the Match: Go to the Tennis tab under Live Events and select Grigor Dimitrov vs Alexei Popyrin.
  4. Start Streaming: Click the Live Stream icon on the match screen to open the video feed.*

*Geo-restrictions apply. Users must be 18+ and hold a funded account to view live streams. Please gamble responsibly.

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Verdict

Alexei Popyrin is not fit and won’t be going deep at the US Open. He might not even finish this match, Grigor Dimitrov to reach the second round in New York.

Best Bet1: Grigor Dimitrov Win Winner @1/2 at bet365 - 3 Units
Grigor Dimitrov Win
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john-eastwood
John Eastwood

Sports Editor • 20+ years betting experience

Graduated from the University of Portsmouth in 2008 with a BA in English Literature before completing MA in Journalism. Began his career as a sports journalist in London before moving to the Middle East to work as a sports editor for national media companies in Dubai and Abu Dhabi. Favourite Sports: Tennis, Boxing, Golf.


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