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Monthly Options Expiration Cycle Explained

Monthly options expiration has been the foundation of options trading since the first exchanges opened. While weekly options have grown in popularity, monthly expirations still carry the most open interest and liquidity for many stocks. Understanding the monthly cycle is essential for any options trader.

When Do Monthly Options Expire?

Standard monthly equity options expire on the third Friday of each month. If the third Friday is a market holiday, expiration moves to the Thursday before. This consistent schedule makes planning straightforward.

Important Note: While trading ends at 4:00 PM Eastern on expiration Friday, the actual expiration and exercise determination happens after market hours. After-hours stock movement can still affect whether options are exercised.

The Traditional Expiration Cycles

Historically, stocks were assigned to one of three expiration cycles, determining which months had options available.

January Cycle (JAJO)

Stocks in the January cycle have options expiring in January, April, July, and October. Companies like Apple, Amazon, and Google follow this cycle.

February Cycle (FMAN)

The February cycle includes February, May, August, and November. Microsoft and many industrial stocks use this cycle.

March Cycle (MJSD)

March cycle options expire in March, June, September, and December. This cycle includes many financial stocks.

How Cycles Work Today

While the traditional cycles still exist, modern options chains are more flexible. Most actively traded stocks now have:

Why Monthly Expiration Matters

Monthly expiration dates are significant for several reasons that affect your trading.

Highest Open Interest

Monthly expirations typically have the most open interest and trading volume. This means tighter bid-ask spreads and easier execution. For less liquid stocks, monthly options may be the only viable choice.

OpEx Effects

Options expiration, often called "OpEx," can create predictable market behavior. The week of monthly expiration sometimes sees increased volatility as market makers and institutional traders adjust their hedges.

Max Pain Theory

Some traders believe stocks tend to gravitate toward the price where the most options expire worthless, called "max pain." While controversial, this theory acknowledges the influence of options positioning on stock prices.

Trading Strategies for Monthly Options

Monthly options support a wide range of trading strategies.

Swing Trading with Monthly Options

If you expect a stock to move over the next two to four weeks, monthly options provide enough time without excessive premium cost. Buy options with 30 to 45 days until expiration for the best balance of cost and time.

Selling Premium

The 30 to 45 day timeframe is ideal for premium sellers. This period captures accelerating time decay while still allowing time to manage positions if they move against you.

Monthly Credit Spread Example

XYZ is trading at $100 on March 1st. April monthly options expire on April 18th (47 days away).

Calendar Spreads

Monthly options work well for calendar spreads where you sell near-term options and buy longer-term options. The monthly cycle provides natural reference points for structuring these trades.

The Monthly Expiration Week

The week leading up to monthly expiration has unique characteristics.

Monday through Wednesday

Time decay accelerates as expiration approaches. Options traders actively adjust positions. Volume often increases compared to non-expiration weeks.

Thursday

The day before expiration sees heightened activity as traders finalize their decisions. If you plan to roll positions, Thursday is often the last practical day to do so.

Expiration Friday

Maximum gamma exposure makes at-the-money options extremely sensitive to stock movement. Pin risk is highest. Many traders avoid holding positions into Friday unless they have specific reasons.

Differences from Weekly Expiration

Understanding how monthly differs from weekly expiration helps you choose the right tool.

Rolling Monthly Options

Rolling is the process of closing a current position and opening a new one with a later expiration. Monthly options provide natural roll points.

Common rolling scenarios:

The monthly cycle makes it easy to plan rolls. For example, if you sold April options, you might roll to May options with about two weeks remaining in the April contract.

Quarterly Expirations

In addition to regular monthly expirations, some products have quarterly expirations at the end of March, June, September, and December. These coincide with fiscal quarters and are popular for hedging and institutional trading.

Index options like SPX have quarterly options that expire on the last trading day of each quarter. These are separate from the regular monthly options that expire on the third Friday.

Track Your Monthly Expirations

Pro Trader Dashboard organizes your options positions by expiration date. See which positions are approaching expiration and plan your management strategy in advance.

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Summary

Monthly options expiration follows a predictable third-Friday schedule that has been the backbone of options trading for decades. While weekly options offer more flexibility, monthly expirations provide better liquidity, lower costs per day of theta, and more manageable time decay for most trading strategies. Understanding the monthly cycle and its effects on the market helps you trade more effectively and choose the right expiration for each position.

Compare timeframes with our guides on weekly options trading and LEAPS options.