LendingTree, Inc.

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

SCHEDULE 14A INFORMATION

Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

Check the appropriate box:

LENDINGTREE, INC.

(Name of Registrant as Specified In Its Charter)

(Name of Person(s) Filing Proxy Statement, if other than the Registrant)

Payment of Filing Fee (Check the appropriate box):

Notice of 2026 Annual

Meeting of Stockholders

Note: We also will consider any other matters that may properly be brought before the Meeting (and any postponements or adjournments of the Meeting). As of the date of this Proxy Statement, we have not received notice of any such matters.

HOW TO VOTE

2026 Virtual Annual Stockholder Meeting

The Meeting will be a virtual annual meeting. You will not be able to attend the Meeting in person, but we are committed to ensuring that stockholders will be afforded comparable rights and opportunities to participate as they would at an in-person meeting. You will be able to attend the Meeting online, vote your shares electronically and submit questions prior to the Meeting by visitingwww.virtualshareholdermeeting.com/TREE2026. To participate in the virtual Meeting, you will need the 16-digit control number included on your Notice, proxy card or voting instruction form. The Meeting webcast will begin promptly at 11:00 a.m. Eastern Time on June 17, 2026. We encourage you to access the Meeting prior to the start time.Online check-in will begin at 10:45 a.m., Eastern Time, and you should allow ample time for the check-in procedures. If you encounter any difficulties accessing the virtual Meeting during the check-in process or Meeting time, a technical assistance phone number will be available to you on the virtual Meeting registration page once online check-in begins. Technical assistance will be available through the conclusion of the Annual Meeting.

Our Board of Directors has setApril 20, 2026, as the record date for the Annual Meeting. This means that holders of record of our common stock at the close of business on that date are entitled to receive notice of the Annual Meeting and to vote their shares at the Annual Meeting and any related adjournments or postponements.

Notice

We are distributing to certain stockholders a Notice of Internet Availability of Proxy Materials on or about April 27, 2026. This Notice informs those stockholders how to access our Proxy Statement and our 2025 Annual Report to Stockholders and how to vote electronically via the Internet. The Notice also contains instructions on how to receive a paper copy of the proxy materials.

If there are questions pertinent to Meeting matters that cannot be answered during the Annual Meeting due to time constraints, management will post answers to a representative set of such questions atinvestors.lendingtree.com. The questions and answers will remain available until LendingTree’s proxy statement for its 2027 annual meeting of stockholders is filed.

Important Notice Regarding the Availability of Proxy Materials for the 2026 Annual Meeting of Stockholders to be held on June 17, 2026:Copies of the Proxy Statement and of our 2025 Annual Report are available by visiting the following website: www.proxyvote.com.

Heather Enlow-Novitsky

Corporate Secretary

A Letter to Our Stockholders

April 27, 2026

Dear Fellow LendingTree Stockholders:

On behalf of the Board of Directors, I am pleased to present LendingTree’s 2026 Proxy Statement and to reflect on a year of strong performance, meaningful progress, and profound personal loss.

Fiscal year 2025 was a year of significant achievement for LendingTree. The Company delivered strong financial and operational performance, demonstrating the resilience of our platform, the strength of our brand, and the disciplined execution of our strategy. We sharpened our focus on profitable growth, enhanced our product offerings, deepened relationships with our partners, and continued to deliver value to consumers navigating an increasingly complex financial services landscape.

These results reflect the dedication of our talented team and the effectiveness of our long-term strategy. We remained committed to operational excellence, innovation, AI leverage, and prudent capital allocation, positioning LendingTree for sustained growth. The Board is proud of the management team’s leadership and the organization’s ability to execute with focus and agility in a dynamic market environment.

While 2025 was marked by strong performance, it was also defined by an immeasurable loss. In October, we mourned the untimely passing of our Founder, Chairman, and Chief Executive Officer, Doug Lebda. Doug founded LendingTree with a bold vision: to empower consumers by giving them choice and transparency in one of life’s most important financial decisions. What began as a simple yet powerful idea grew under his leadership into a trusted marketplace serving millions of consumers. Doug’s passion, entrepreneurial spirit, and unwavering belief in putting customers first shaped not only our business model but also our culture. Doug led with conviction, integrity, and an extraordinary sense of purpose. He challenged us to think bigger, move faster, and never lose sight of the consumer. His energy was contagious, his standards were high, and his commitment to excellence was constant. The impact of his leadership extends well beyond our financial performance; it is embedded in LendingTree’s DNA.

Despite Doug’s passing, the Board is confident in the strength and depth of our management team and in the systems and processes Doug helped build over nearly three decades. LendingTree today is supported by experienced leaders who understand our strategy, share our values, and are fully committed to advancing our mission. Ourswift response and the seamless continuation of strong performance — anchored by our culture and discipline — have positioned us for a winning future.

The Board has full confidence in the Company’s direction and in the leadership team guiding it forward. The focus remains clear: disciplined execution, profitable growth, operational excellence, and continued innovation in service of our customers and partners. We are committed to preserving and building upon Doug’s legacy by continuing the work he began—with the same passion, integrity, and dedication that defined his leadership.

On behalf of the Board of Directors, I want to express our gratitude to our employees, partners, and you—our stockholders—for your continued trust and support. Your confidence in LendingTree enables us to pursue our mission and build for the long term. We are confident in LendingTree’s future. With a strong foundation, a dedicated leadership team, and a clear strategic path, we move forward united in purpose and committed to continuing to build enterprise value.

Thank you for your confidence in the LendingTree family!

Steve Ozonian

Chairman of the Board of Directors

LendingTree, Inc.

Table of Contents

LENDINGTREE 2026 Proxy Statement 1