Hudson River Derby Headlines MLS Matchday 14 in First 2026 Regular Season Meeting

AAS Editorial Team

Hudson River Derby Headlines MLS Matchday 14 in First 2026 Regular Season Meeting

There are just two weekends to go until MLS hits the pause button and sees many of its players take to their national teams for the 2026 World Cup.

After a busy, record-breaking midweek slate that saw 58 goals for the highest scoring matchday in league history, this weekend's round of action promises to bring some thrilling contests as well.

Headlined by the first regular season Hudson River Derby of 2026 and a race atop the Western Conference, the two days of games provide some must-watch soccer, with 12 matches on Saturday and three on Sunday.

MLS Predictions: Matchday 14

CF Montréal vs. Chicago Fire

Date: Saturday, May 16 | Time: 4:30 p.m. ET / 1:30 p.m. PT

CF Montréal weren't supposed to contend for the MLS Cup playoffs in 2026, but with just two games to go until the World Cup break, they're right in the mix. Led by Prince Owusu's six goals and some positive play from Matty Longstaff, they have three wins, a draw and a loss in their last five.

At home this weekend, they try to take advantage of a recently loose Chicago Fire backline, while looking to neutralize the threat of Hugo Cuypers, who has scored in nine straight games.

Prediction: CF Montréal 2–2 Chicago Fire

Charlotte FC vs. Toronto FC

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

After a nine-game homestand, Toronto FC are back on the road for the final two weeks ahead of the World Cup, as BMO Field becomes Toronto Stadium while it prepares to host six tournament games this summer.

The Reds are coming off a dismal week, losing to Inter Miami and to CPL side Atlético Ottawa, dropping them out of the Canadian Championship. This week, they remain heavily injured and likely without Josh Sargent, as they hope to break down Charlotte FC, who will lean on a frustrated Wilfried Zaha, after he missed out on the Côte d'Ivoire World Cup squad.

Prediction: Charlotte 1–1 Toronto FC

D.C. United vs. St. Louis CITY SC

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

D.C. United had a nice spell of two wins and a draw before a midweek loss to Chicago Fire, but will hope to turn things around quickly when they host struggling Western Conference side, St. Louis CITY SC.

Romanian striker Louis Munteanu has four goals this season and is in form, giving D.C. another attacking focus in addition to Tai Baribo heading into this weekend.

Prediction: D.C. United 2–0 St. Louis CITY SC

New England Revolution vs. Minnesota United

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

The New England Revolution are off to a record start on home turf at Gillette Stadium. They won the first six home games before losing 3–0 to Nashville SC on Wednesday and will look to re-establish their fortress form against Minnesota United this weekend.

While Luca Langoni and Carles Gil lead the attack for the Revs, goalkeeper Matt Turner and his backline won't have to worry about Minnesota's James Rodríguez.

Red Bull New York vs. New York City FC

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

Orlando City vs. Atlanta United

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

Philadelphia Union vs. Columbus Crew

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

Austin FC vs. Sporting Kansas City

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

Houston Dynamo vs. Vancouver Whitecaps

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

Seattle Sounders vs. LA Galaxy

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

Real Salt Lake vs. Colorado Rapids

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

San Diego FC vs. FC Cincinnati

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

San Jose Earthquakes vs. FC Dallas

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

Inter Miami vs. Portland Timbers

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

Nashville SC vs. LAFC

Date: Saturday, May 16 | Time: 7:30 p.m. ET / 4:30 p.m. PT

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